DISORDERS

Field of the Invention

Non-peptidic 5-arylheteroarylalkyl-l, 3,5- trisubstituted-l,2,4-triazole compounds are described for use in treatment of circulatory disorders such as hypertension and congestive heart failure. Of particular interest are angiotensin II antagonist compounds provided by 1,2,4-triazoles having a heteroarylmethyl moiety attached to the carbon atom at the five-position of the 1,2,4-triazole.

Background of the Invention

The renin-angiotensin system is one of the hormonal mechanisms involved in regulation of pressure/volume homeostasis and in expression of hypertension. Activation of the renin-angiotensin cascade begins with renin secretion from the juxtaglomerular apparatus of the kidney and culminates in the formation of angiotensin II, the primary active species of this system. This octapeptide, angiotensin II, is a potent vasoconstrictor agent and also produces other physiological effects such as promoting aldosterone secretion, promoting sodium and fluid retention, inhibiting renin secretion, increasing sympathetic nervous system activity, increasing vasopressin secretion, causing positive cardiac inotropic effect and modulating other hormonal systems.

Previous studies have shown that antagonizing angiotensin II at its receptors is a viable approach to inhibit the renin-angiotensin system, given the pivotal role of this octapeptide which mediates the actions of the renin-angiotensin system through interaction with various tissue receptors. There are several known angiotensin II

^• antagonists, most of which are peptidic in nature. Such peptidic compounds are of limited use due to their lack of oral bioavailabilit or their short duration of action. Also, commercially-available peptidic angiotensin II antagonists (e.g., Saralasin) have a significant residual agonist activity which further limit their therapeutic application.

Non-peptidic compounds with angiotensin II antagonist properties are known. For example, the sodium salt of 2-n-butyl-4-chloro-l-(2-chlorobenzyl) imidazole-5- acetic acid has specific competitive angiotensin II antagonist activity as shown in a series of binding experiments, functional assays and in vivo tests [P. C. Wong et al, J, Pharmacol. Exp. Ther. , 242(1), 1-7 (1988)]. Also, the sodium salt of 2-butyl-4-choloro-l-(2- nitrobenzyl) imidazole-5-acetic acid has specific competitive angiotensin II antagonist activity as shown in a series of binding experiments, functional assays and in vivo tests [A. T. Chiu et al, European J. Pharmacol./ 157. 3121 (1988) ] . A family of l-benzylimidazole-5-acetate derivatives has been shown to have competitive angiotensin II antagonist properties [A. T. Chiu et al, J. Pharmacol. Exp. The-r.. 250.(3), 867-874 (1989)]. U.S. Patent No. 4,816,463 to Blankey et al describes a family of 4,5,6,7- tetrahydro-lH-imidazo (4,5-c)-tetrahydro-pyridine derivatives useful as antihypertensives, some of which are reported to antagonize the binding of labelled angiotensin II to rat adrenal receptor preparation and thus cause a significant decrease in mean arterial blood pressure in conscious hypertensive rats. EP No. 253,310, published 20 January 1988, describes a series of aralkyl imidazole compounds, including in particular a family of biphenylmethyl substituted imidazoles, as antagonists to the angiotensin II receptor. EP No. 323,841 published 12 July 1989 describes four classes of angiotensin II antagonists, namely, biphenylmethylpyrroles.

biphenylmethylpyrazoles, biphenylmethyl-l,2,3-triazoles and biphenylmethyl 4-substituted-4H-l,2,4-triazoles, including the compound 3,5-dibutyl-4-[ (2'-carboxybiphenyl-4- yl)methyl]-4H-1,2, -triazole. U.S. Patent No. 4,880,804 to Carini et al describes a family of biphenylmethylbenzimidazole coπpounds as angiotensin II receptor blockers for use in treatment of hypertension and congestive heart failure.

There are several families of known compounds having one or two oxo substituents on the triazole ring. For example. East German Patent No. 160,447 published 3 August 1983 describes a family of 1,2,4-triazolin-5-one compounds, specifically 2,4-dihydro-4,5-bis (phenylmethyl) - 3H-l,2,4-triazol-3-one, for use as herbicides. Belgian Patent No. 806,146 published 16 October 1972 describes a family of triazolinone compounds, including the compound (3- (4-m-chlorophenyl-l-piperazinyl) -propyl) -3,4-diethyl- 1,2, 4-triazolin-5-one, having tranquilizer, hypotensive and analgesic activities. Belgian Patent No. 631,842 published 28 February 1963 describes a family of 1,2,4-triazolones having hypnotic, tranquilizer, narcotic, sedative and analgetic activities, which includes a class of 4-N- aralkyl-l,2,4-triazol-5-one compounds. EP #7,180 published 15 June 1978 describes a family of l,2-disubstituted-4- alkyl-1,2,4-triazolidine-3,5-dione compounds having a wide variety of activities, such as antiulcer, bronchodilator, antifertility and cardiovascular-related activities which include antihypertensive, antiarrhythmic, platelet aggregation inhibition and smooth muscle activities.

EP #283,310 published 18 March 1987 describes a family of N ¹ -diarylmethyl-N2-aminoalkyl-diaza-heterocyclic derivatives for treating cerebral vascular and ischmic diseases and for protecting against anoxia.

DESCRIPTION OF THE INVENTION

A class of 5-arylheteroarylalkyl-l,3,5- trisubstituted-l,2,4-triazole compounds useful in treating circulatory disorders, particularly cardiovascular disorders, is defined by Formula I:

wherein A is selected from

wherein m is a number selected from one to four, inclusive;

wherein R-- is selected from hydrido, alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, formyl, aralkyl, aryl, aroyl, alkoxyalkyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkenyl, cycloalkenyl, aralkoxycarbonyl, alkynyl, alkylthiocarbonyl, alkylthiothiocarbony1 , arylthiocarbony1, arylthiothiocarbony1, aralkylthiocarbony1, alkylthiocarbonyl, alkylsulfinyl, alkylsulfonyl, aralkylsulfinyl, aralkylsulfonyl, arylsulfinyl, arylsulfonyl, heteroaryl having one or more ring atoms selected from oxygen, sulfur and nitrogen atoms, and amido radicals of the formula

12

X

1 II: / /

^■ R ¹³

wherein X is oxygen atom or sulfur atom; wherein each of R ¹² and R ¹ ^ i _s independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl, and wherein R ¹² and R ¹ ^ taken together may form a heterocyclic group having five to seven ring members including the nitrogen atom of said amido radical and which heterocyclic group may further contain one or more hetero atoms as ring members selected from oxygen, nitrogen and sulfur atoms and which heterocyclic group may be saturated or partially unsaturated; wherein each of R ¹² and R ¹ ^ taken together may form an aromatic heterocyclic group having five ring members including the nitrogen atom of said amido radical and which aromatic heterocyclic group may further contain one or more additional nitrogen atoms;

wherein each of R ² through R ¹¹ is independently selected from hydrido, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylhaloalkyl, cycloalkylcarbonyl, formyl, alkoxy, aralkyl, aralkylhaloalkyl, aryl, aroyl, aryloxy, aryloxyalkyl, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkylcarbonylalkyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, aralkoxycarbonylalky1, aralkylcarbonyloxyalky1, mercaptocarbonyl, mercaptothiocarbonyl, mercaptoalkyl, alkoxycarbonyloxy, alkylthio, cycloalkylthio, cycloalkylalkylthio, alkylthiocarbonyl, alkylcarbonylthio, alkylthiocarbonyloxy, alkylthiocarbonylthio, alkylthiothiocarbonyl, alkylthiothiocarbonylthio, arylthio, arylthiocarbony1, arylcarbonylthio, arylthiocarbonyloxy, arylthiocarbonylthio, arylthiothiocarbonyl,

arylthiothiocarbonylthio, aralkylthio, aralkyIthiocarbonyl, aralkylcarbonylthio, aralkylthiocarbonyloxy, aralkylthiocarbonylthio, alkylthiocarbonyl, aralkylthiocarbonylthio, mercapto, alkylsulfinyl, alkylsulfonyl, aralkylsulfinyl, aralkylsulfonyl, arylsulfinyl, arylsulfonyl, phthali ido, phthalimidoalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl and cycloheteroalkylcarbonylalkyl wherein each of said heteroaryl- and cyclohetero-containing groups has one or more ring atoms selected from oxygen, sulfur and nitrogen atoms, and wherein each of R ² through R ¹¹ may be further independently selected from amino and amido radicals of the formula

⁸

OR ²⁶

wherein X is oxygen atom or sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R ¹⁴ through R ^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl, and wherein R ¹⁴ and R ¹⁵ taken together, R ¹⁶ and R ¹⁷ taken together, R ¹⁸ and R-^ taken together, R ²¹ and R ²² taken together and R ² ^ and R ²⁴ taken together may each form a heterocyclic group having five to seven ring members including the nitrogen atom of said amino or amido radical and which heterocyclic

group may further contain one or more hetero atoms as ring members selected from oxygen, nitrogen and sulfur atoms and which heterocyclic group may be saturated or partially unsaturated; wherein R~ - and R ¹ ^ taken together, R ¹ ^ and R ¹⁷ taken together, R ²¹ and R ²² taken together and R ²³ and R ²⁴ taken together may each form an aromatic heterocyclic group having five ring members including the nitrogen atom of said amino or amido radical and which aromatic heterocyclic group may further contain one or more hetero atoms as ring atoms selected from oxygen, nitrogen and sulfur atoms;

and wherein each of R^ through R^ may be further independently selected from hydroxy and acidic moieties of the formula

-Y _n A

wherein n is a number selected from zero through three, inclusive, and wherein A is an acidic group selected to contain at least one acidic hydrogen atom, and the amide, ester and salt derivatives of said acidic moieties; wherein Y is a spacer group independently selected from one or more of alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, aryl, aralkyl and heteroaryl having one or more ring atoms selected from oxygen, sulfur and nitrogen atoms;

and wherein any of the foregoing R^ through R ² ^, γ and A groups having a substitutable position may be substituted by one or more groups independently selected from hydroxy, alkyl, alkenyl, alkynyl, aralkyl, hydroxyalkyl, haloalkyl, halo, oxo, alkoxy, aryloxy, aralkoxy, aralkylthio, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, aryl, aroyl, cycloalkenyl, cyano, cyanoa ino, nitro, alkylcarbonyloxy, alkoxycarbonyloxy, alkylcarbonyl, alkoxycarbony1, aralkoxycarbonyl, carboxyl, mercapto, mercaptocarbonyl, alkylthio, arylthio, alkylthiocarbonyl, alkylsulfinyl,

alkylsulfonyl, halc lkylsulfonyl, aralkylsulfinyl, aralkylsulfonyl, arylsulfinyl, arylsulfonyl, heteroaryl having one or more ring atoms selected from oxygen, sulfur and nitrogen atoms, and amino and amido radicals of the formula

wherein X is oxygen atom or sulfur atom; wherein each of R ²⁷ through R ³¹ is independently selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, DR ³² and

_> 33

/

-N

_> 34

wherein D is selected from oxygen atom and sulfur atom and R ³² is selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl; wherein each of R ²⁷ , R ² -., χ->29 _/ R 0^ R31 _/ R33 _anc } p>34 j_ _s independently selected from hydrido, alkyl, cycloalkyl, cyano, hydroxyalkyl, haloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, carboxyl, alkylsulfinyl, alkylsulfonyl, arylsulfinyl, arylsulfonyl, haloalkylsulfinyl, haloalkylsulfonyl, aralkyl and aryl, and wherein each of R ²⁷ ' R ²⁸ ' R ²⁹ , R ³⁰ , R ³¹ , R ³³ and R ³⁴ is further independently selected from amino and amido radicals of the formula

wherein X is oxygen atom or sulfur atom; wherein each of R ³⁵ , R ^3β , R ³⁷ , R ³⁸ , R ³⁹ and R ⁴⁰ is independently selected from hydrido, alkyl, cycloalkyl, cyano, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, haloalkylsulfinyl, haloalkylsulfonyl, aralkyl and aryl, and wherein each of R ²⁸ and R ⁹ taken together and each of R ³ ^ and R ^ taken together may form a heterocyclic group having five to seven ring members including the nitrogen atom of said amino or amido radical, which heterocyclic group may further contain one or more hetero atoms as ring members selected from oxygen, nitrogen and sulfur atoms and which heterocyclic group may be saturated or partially unsaturated; wherein each of R ²⁸ and R ² ^ taken together and each of R ³³ and R ³⁴ taken together may form an aromatic heterocyclic group having five ring members including the nitrogen atom of said amino or amido radical and which aromatic heterocyclic group may further contain one or more hetero atoms as ring atoms selected from oxygen, nitrogen and sulfur atoms; or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

Compounds of Formula I would be useful in treating a variety of circulatory disorders, including cardiovascular disorders, such as hypertension, congestive heart failure and arteriosclerosis, and to treat other disorders such as glaucoma. These compounds would also be useful as adjunctive therapies. For example, compounds of Formula I may be used in combination with other drugs, such as a diuretic, to treat hypertension. Also, compounds of Formula I could be used in conjunction with certain surgical procedures. For example, these compounds could be used to prevent post-angioplasty re-stenosis. Compounds of Formula I are therapeutically effective in treatment of cardiovascular disorders by acting as antagonists to, or blockers of, the angiotensin II (All) receptor. Compounds of Formula I would be therapeutically effective in treatment of the above-mentioned circulatory and

cardiovascular disorders or would be precursors to, or prodrugs of, therapeutically-effective compounds.

The phrase "acidic group selected to contain at least one acidic hydrogen atom", as used to define the -Y _n A moiety, is intended to embrace chemical groups which, when attached to any of the R ³ through R ¹¹ positions of Formula I, confers acidic character to the compound of Formula I. "Acidic character" means proton-donor capability, that is, the capacity of the compound of Formula I to be a proton donor in the presence of a proton-receiving substance such as water. Typically, the acidic group should be selected to have proton-donor capability such that the product compound of Formula I has a pK _a in a range from about one to about twelve. More typically, the Formula I compound would have a pK _a in a range from about two to about seven.

An example of an acidic group containing at least one acidic hydrogen atom is carboxyl group (-COOH) . Where n is zero and A is -COOH, in the - _n ^A moiety, such carboxyl group would be attached directly to one of the R ³ through R ¹¹ positions. The Formula I compound may have one -Y _n A moiety attached at one of the R ³ through R ¹¹ positions, or may have a plurality of such -Y__Α. moieties attached at more than one of the R ³ through R ¹¹ positions, up to a maximum of nine such -Y__& moieties. There are many examples of acidic groups other than carboxyl group, selectable to contain at least one acidic hydrogen atom. Such other acidic groups may be collectively referred to as "bioisosteres of carboxylic acid" or referred to as "acidic bioisosteres". Specific examples of such acidic bioisosteres are described hereinafter. Compounds of Formula I having the -YnA moiety attached at one of positions R ⁵ , R ⁶ , R ⁸ and R ⁹ would be expected to have preferred properties, while attachment at R ⁵ or R ⁹ would be more preferred. Compounds of Formula I may have one or more acidic protons and, therefore, may have one or more pKa values. It is preferred, however, that at least one of

these pK _a values of the Formula I compound as conferred by the -YnA moiety be in a range from about two to about seven. The -YnA moiety may be attached to one of the R ³ through R ¹¹ positions through any portion of the - A moiety which results in a Formula I compound being relatively stable and also having a labile or acidic proton to meet the foregoing pK _a criteria. For example, where the -YnA acid moiety is tetrazole, the tetrazole is attached at the ring carbon atom.

A preferred class of compounds consists of those compounds of Formula I wherein m is one; wherein R- is selected from hydrido, alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, aroyl, alkoxyalkyl, alkylcarbony1, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, carboxyl, alkylthiocarbonyl, arylthiocarbonyl, arylthiothiocarbonyl, aralkylthiocarbonyl, alkylsulfonyl, aralkylsulfonyl, arylsulfonyl, heteroaryl having one or more ring atoms selected from oxygen, sulfur and nitrogen atoms, and amido radicals of the formula

wherein X is oxygen atom or sulfur atom; wherein each of R^ and R^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein R ² is selected from hydrido, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylhaloalkyl, cycloalkylcarbonyl, alkoxy, aralkyl, aralk lhaloalkyi, aryl, aroyl, aryloxy, aryloxyalkyl, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl.

alkenyl, cycloalken^l, alkynyl, cycloalkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, aralkoxycarbonylalkyl, aralkylcarbonyloxyalkyl, mercaptocarbonyl, mercaptot iocarbonyl, mercaptoalkyl, alkoxycarbonyloxy, alk lthio, cycloalkylthio, cycloalkylalkylthio, alkylthiocarbonyl, alkylcarbonylthio, alkylt iocarbonyloxy, alk lthiocarbonylthio, alkylthiothiocarbonyl, alkylthiothiocarbonylthio, arylthio, arylthiocarbony1, arylcarbonylthio, ar lthiocarbonyloxy, arylthiocarbonylthio, arylthiothiocarbonyl, arylthiothiocarbonylthio, aralkylthio, aralkylthiocarbonyl, aralkylcarbonylthio, aralkylthiocarbon loxy, aralkylthiocarbonylthio, aralkylthiocarbony1, aralkylthiocarbonylthio, mercapto, alkylsulfinyl, alkylsulfonyl, aralkylsulfinyl, aralkylsulfonyl, arylsulfinyl, arylsulfonyl, phthalimido, phthalimidoalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl and cycloheteroalkylcarbonylalkyl wherein each of said heteroaryl- and cycloheteroalkyl-containing groups has one or more hetero ring atoms selected from oxygen, sulfur and nitrogen atoms, and wherein each of R ² through R ¹¹ may be further independently selected from amino and amido radicals of the formula

-iCΑJs N / ^Rl4 . _→ CH^ _π C ^X N / ^R " , -(CH^ NC iϊ-R ¹⁸ _^

wherein X is selected from oxygen atom or sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R^ ⁴ through R ² ^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkyla ino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein each of R ³ through R-^ is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, alkoxy, aralkyl, aryl, aroyl, aryloxy, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, cyano, nitro, carboxyl, alkylcarbonyloxy, mercaptocarbonyl, mercaptothiocarbonyl, alkoxycarbonyloxy, alkylthio, alkylthiocarbonyl, alkylcarbonylthio, alkylthiocarbonyloxy, alkylthiocarbonylthio, alkylthiothiocarbonyl, arylthio, arylthiocarbony1, arylcarbonylthio, arylthiocarbonyloxy, arylthiothiocarbonyl, aralkylthio, aralkylthiocarbony1, aralkylcarbonylthio, aralkylthiocarbonyloxy, aralkylthiocarbonylthio, aralkylthiocarbony1, aralkylthiocarbonylthio, mercapto, alkylsulfonyl, aralkylsulfonyl and arylsulfonyl, and amino and amido radicals of the formula

wherein X is oxygen atom or sulfur atom; wherein each of R ¹⁴ , R ¹⁵ , R ^lβ , R ¹⁷ , R ¹⁸ and R ¹⁹ is independently selected from hydrido, alkyl, cycloalkyl, cyano, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

and wherein each of R ³ through R^ may be further independently selected from acidic moieties of the formula

-Y _n A

wherein n is a number selected from zero through three, inclusive; wherein A is an acidic group selected from acids containing one or more atoms selected from oxygen, sulfur, phosphorus and nitrogen atoms, and wherein said acidic group is selected to contain at least one acidic hydrogen atom, and the amide, ester and salt derivatives of said acidic moieties; wherein Y is a spacer group independently selected from one or more of alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, aryl, aralkyl and heteroaryl having one or more ring atoms selected from oxygen, sulfur and nitrogen atoms;

and wherein any of the foregoing R ¹ through R ^, y and A groups having a substitutable position may be substituted by one or more groups independently selected from hydroxy, alkyl, alkenyl, aralkyl, hydroxyalkyl, halo, haloalkyl, oxo, alkoxy, aryloxy, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, carboxyl, cyano, nitro, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, mercaptocarbonyl, alkylthio and alkylthiocarbonyl, and amino and amido radicals of the formula

wherein X is oxygen atom or sulfur atom; wherein each of R ²⁷ through R ³¹ is independently selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, and DR ³² and

wherein D is selected from oxygen atom and sulfur atom, and R ³² is selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl; wherein each of R ²⁷ , R ²⁸ , R ²⁹ , R ³⁰ , R ³¹ , R ³³ and R ³⁴ is independently selected from hydrido, alkyl, cycloalkyl, cyano, hydroxyalkyl, haloalkyl, cycloalkylalkyl, alkoxyalkyl, alkanoyl, alkoxycarbonyl, carboxyl, haloalkylsulfinyl, haloalkylsulfonyl, aralkyl and aryl;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A more preferred class of compounds consists of those compounds of Formula I wherein m is one; wherein R-- is selected from alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, aroyl, alkoxyalkyl, alkylcarbony1, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, carboxyl, alkylsulfonyl, aralkyIsulfonyl and arylsulfonyl, and amido radicals of the formula

wherein each of R ¹² and R ¹³ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein R ² is selected from hydrido, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylhaloalkyl, cycloalkylcarbonyl, alkoxy, aralkyl,

aralkylhaloalkyl, a^yl, aroyl, aryloxy, aryloxyalkyl, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, mercaptocarbonyl, alkoxycarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalky1, aralkoxycarbonylalkyl, aralkylcarbonyloxyalkyl, alkylthio, cycloalkylthio, cycloalkylalk lthio, arylthio, aralkylthio, aralkylthiocarbonylthio, mercapto, alkylsulfinyl, alkylsulfonyl, aralkylsulfinyl, aralkyIsulfonyl, arylsulfinyl, arylsulfonyl, phthalimido, phthalimidoalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl and cycloheteroalklylcarbonyl-alkyl wherein each of said heteroaryl- and cycloheteroalkyl- containing groups has one or more hetero ring atoms selected from oxygen, sulfur and nitrogen atoms, and wherein R ² may be further selected from amino and amido radicals of the formula

/ ^{Rl4 x} / ^Rl6 II

-^CH^ N . ^CH^CN _. -(CH^NC-R ¹⁸ _? ^ ¹⁵ ^-R ¹⁷ ^19

wherein X is selected from oxygen atom or sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R-*- ⁴ through R ² ^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein each of R ³ through R ¹¹ is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, alkoxy, aralkyl, aryl, aroyl, aryloxy, aralkoxy, alkoxyalkyl, alkylcarbony1, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cyano, nitro, carboxyl, alkylcarbonyloxy, mercaptocarbonyl, alkoxycarbonyloxy, alkylthio, arylthio, aralkylthio, mercapto, alkylsulfonyl, aralkylsulfonyl and arylsulfonyl, and amino and amido radicals of the formula

R 14 0 0

R 16

/

-N / ^"

CN and -NC-R ¹⁸

R 15

R 1 ¹ 7

19

wherein each of R ¹⁴ , R ¹⁵ , R ^lβ , R ¹⁷ , R ¹⁸ and R ¹⁹ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

and wherein each of R ³ through R ¹¹ may be further independently selected from acidic moieties of the formula

-Y _n A

wherein n is a number selected from zero through three, inclusive;

wherein the A group is selected to have an acidic proton, such that when the -YnA moiety is incorporated within a compound of Formula I, there is provided a compound of Formula I having a pK _a in a range from about two to about seven, said A group selected from carboxylic acid and bioisosteres of carboxylic acid selected from

H w w

I

-OH, -SH, -NR 3 II - 5 -C II-WH, -S- H, -S 11- H, -P-WH, -P-NH and -P-WH

W '36 37

R- WR ^' 38

wherein each W is independently selected from oxygen atom, sulfur atom and NR ³⁹ ; wherein each of R ³ ^, R >, R ³⁷ , R ³⁸ and R ³⁹ is independently selected from hydrido, alkyl, haloalkyl, haloalkylsulfonyl, haloalkylcarbonyl, cycloalkyl, cycloalkylalkyl, aryl and aralkyl; wherein each of R ^, R ³ 6, R37 anζj R39 _a y __ _e further independently selected from amino radical of the formula

-N

"-R ¹

wherein each of R ⁴ ^ and R ⁴¹ is independently selected from hydrido, alkyl, cycloalkyl, hydroxyalkyl, haloalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl, and wherein R ⁴ ^ and R --- taken together may form a heterocyclic group having five to seven ring members including the nitrogen atom of said amino radical, which heterocyclic group may further contain one or more hetero atoms as ring members selected from oxygen, nitrogen and sulfur atoms and which heterocyclic group may be saturated or partially unsaturated; wherein R ⁴ 0 and R ⁴¹ taken together may form an aromatic heterocyclic group having five ring members including the nitrogen atom of said amino radical and which aromatic heterocyclic group may further contain one or more hetero atoms as ring atoms selected from oxygen, nitrogen and sulfur atoms; wherein each of R ^ and R ³⁷ may be further independently selected from hydroxy, alkoxy, alkylthio, aryloxy, arylthio, aralkylthio and aralkoxy; and the amide, ester and salt derivatives of said acidic groups;

wherein said bioisostere of carboxylic acid may be further selected from heterocyclic acidic groups consisting of heterocyclic rings of four to about nine ring members, which heterocyclic ring contains at least one hetero atom selected from oxygen, sulfur and nitrogen atoms, which heterocyclic ring may be saturated, fully unsaturated or partially unsaturated, and which heterocyclic ring may be attached at a single position selected from R ³ through R ¹¹ or may be attached at any two adjacent positions selected from R ³ through R ---- so as to form a fused-ring system with one of the phenyl rings of Formula I; and the amide, ester and salt derivatives of said heterocyclic acidic groups;

wherein Y is a spacer group independently selected from one or more of alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, aryl and aralkyl;

and wherein any of the foregoing R ¹ through R ² ^ and R ³⁵ through R ⁴¹ , Y and A groups having a substitutable position may be substituted by one or more groups independently selected from hydroxy, alkyl,. alkenyl, aralkyl, hydroxyalkyl, halo, oxo, haloalkyl, alkoxy, aryloxy, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, carboxyl, cyano, nitro, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, mercaptocarbonyl, alkylthio and alkylthiocarbonyl, and amino and amido radicals of the formula

wherein X is selected from oxygen atom and sulfur atom; wherein R ²⁷ is selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl and DR ³² and

wherein D is selected from oxygen atom and sulfur atom; wherein R ³² is selected from hydrido, alkyl, cycloalkyl, cycloalkylalkyl, aralkyl and aryl;

wherein each of R ²⁷ , R ²⁸ , R ²⁹ , R ³⁰ , R ³¹ , R ³³ and R ³⁴ is independently selected from hydrido, alkyl, cycloalkyl, cyano, hydroxyalkyl, haloalkyl, cycloalkylalkyl, alkoxyalkyl, alkanoyl, alkoxycarbonyl, carboxyl, haloalkylsulfinyl, haloalkylsulfonyl, aralkyl and aryl;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

An even more preferred class of compounds consists of those compounds of Formula I wherein m is one; wherein R^ is selected from hydrido, alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, aroyl, alkoxyalkyl, alkylcarbonyl, alkenyl, cycloalkenyl, alkynyl, mercaptocarbonyl, alkylsulfonyl, aralkylsulfonyl, arylsulfonyl and amido radicals of the formula

R ¹²

II /

-CN

^• R ¹³

wherein each of R ¹² and R^ ³ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein R ² is selected from hydrido, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylhaloalkyl, cycloalkylcarbony1, alkoxy, aralkyl.

aralkylhaloalkyl, aryl, aroyl, aryloxy, aryloxyalkyl, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cycloalkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, aralkoxycarbonylalky1, aralkylcarbonyloxyalkyl, mercaptocarbonyl, mercaptoalkyl, alkoxycarbonyloxy, alkylthio, cycloalkylthio, cycloalkylalkylthio, arylthio, aralkylthio, mercapto, alkylsulfinyl, alkylsulfonyl, aralkylsulfinyl, aralkylsulfonyl, arylsulfinyl, arylsulfonyl, phthalimido, phthalimidoalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl and cycloheteroalkylcarbonylalkyl wherein each of said heteroaryl- and cycloheteroalkyl-containing groups has one or more hetero ring atoms selected from oxygen, sulfur and nitrogen atoms, and wherein each of R ² through R ¹¹ may be further independently selected from amino and amido radicals of the formula

-iCHόs

OR

wherein X is selected from oxygen atom and sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R ¹⁴ through R ² ^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, monoalkylamino, dialkylamino, hydroxyalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl;

wherein each of R ³ through R^ is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, alkoxy, aralkyl, aryl, aroyl, aryloxy, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cyano, nitro, carboxyl, alkylthio, aralkylthio and mercapto;

and wherein each of R ³ through R---- may be further independently selected from acidic moieties of the formula

-Y _n A

wherein n is a number selected from zero through three, inclusive; wherein A is selected from carboxylic acid and bioisosteres of carboxylic acid selected from

-OH, -SH,

wherein each W is independently selected from oxygen atom, sulfur atom and NR ³⁹ ; wherein each of R ³⁵ , R ³⁸ and R ³⁹ is independently selected from hydrido, alkyl, haloalkyl, haloalkylsulfonyl, haloalkylcarbonyl, cycloalkyl, cycloalkylalkyl, aryl and aralkyl; wherein each of R ³⁵ and R ³⁹ may be further independently selected from amino radical of the formula

-N

"-R ⁴¹

wherein each of R ⁴ ^ and R ⁴ - ¹ - is independently selected from hydrido, alkyl, cycloalkyl, hydroxyalkyl, haloalkyl, cycloalkylalkyl, alkoxyalkyl, aralkyl and aryl, and wherein R ⁴ ^ and R ⁴¹ taken together may form a heterocyclic group having five to seven ring members including the nitrogen

atom of said amino radical, which heterocyclic group may further contain one or more hetero atoms as ring members selected from oxygen, nitrogen and sulfur atoms, and which heterocyclic group may be saturated or partially unsaturated; wherein R ⁴ ^ and R ⁴¹ taken together may form an aromatic heterocyclic group having five ring members including the nitrogen atom of said amino radical and which aromatic heterocyclic group may further contain one or more hetero atoms as ring atoms selected from oxygen, nitrogen and sulfur atoms; and the amide, ester and salt derivatives of said acidic groups; wherein said bioisostere of carboxylic acid may be further selected from heterocyclic acidic groups consisting of heterocyclic rings of four to about nine ring members, which ring contains at least one hetero atom, selected from oxygen, sulfur and nitrogen atoms, which heterocyclic ring may be saturated, fully unsaturated or partially unsaturated, and which heterocyclic ring may be attached at a single position selected from R ³ through RU or may be attached at any two adjacent positions selected from R ³ through R ¹¹ so as to form a fused-ring system with one of the phenyl rings of Formula I; and the amide, ester and salt derivatives of said heterocyclic acidic groups;

wherein Y is a spacer group independently selected from one or more of alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, aryl and aralkyl;

wherein each of R ¹ through R ²⁶ , R ³⁵ and R ³⁸ through R ⁴¹ , Y and A independently may be substituted at any substitutable position with one or more groups selected from alkyl, hydroxy, halo, oxo, haloalkyl, alkoxycarbonyl, cyano, nitro, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, alkoxy, aryloxy and aralkoxy;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A highly preferred class of compounds within Formula I consists of those compounds wherein m is one; wherein R ¹ is selected from hydrido, alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, aroyl, alkoxyalkyl, alkylcarbonyl, alkenyl, alkynyl, alkylsulfonyl, aralkyIsulfonyl, arylsulfonyl and amido radicals of the formula

wherein each of R^ ² and R ¹³ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, hydroxyalkyl, alkoxyalkyl, phenalkyl and phenyl;

wherein R ² is selected from hydrido, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, cycloalkylhaloalkyl, cycloalkylcarbony1, alkoxy, aralkyl, aralkylhaloalkyi, aryl, benzoyl, phenoxy, phenoxyalkyl, phenalkyloxy, phenylthio, phenalkylthio, aralkoxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, aralkoxycarbon lalkyl, aralkyIcarbonyloxyalkyl, mercaptocarbonyl, mercaptoalkyl, alkoxycarbonyloxy, alkylthio, cycloalkylthio, cycloalkylalkylthio, phthalimido, phthalimidoalkyl, heteroaryl, heteroarylalkyl, cycloheteroalkyl, cycloheteroalkylalkyl and cycloheteroalkylcarbonylalkyl wherein each of said heteroaryl- and cycloheteroalkyl- containing groups has one or more hetero ring atoms selected from oxygen, sulfur and nitrogen atoms, and wherein each of R ² through R ¹¹ may be further independently selected from amino and amido radicals of the formula

wherein X is selected from oxygen atom and sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R ¹⁴ through R ² ^ is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, hydroxyalkyl, alkoxyalkyl, phenalkyl and phenyl;

wherein each of R ³ through R ---- is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, alkoxy, phenalkyl, phenyl, benzoyl, phenoxy, phenalkyloxy, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl, cyano, nitro, carboxyl, alkylthio and mercapto;

and wherein each of R ³ through R^ may be further independently selected from acidic moieties of the formula

-Y _n A

wherein n is a number selected from zero through two, inclusive; wherein A is selected from carboxylic acid and bioisosteres of carboxylic acid selected from

H W W ^w

-OH, -SH, -N 1R 35, - lCl-WH, -S-WH, -S ll-WH and -P ll-WH

W WR ^' 38

wherein each W is independently selected from oxygen atom, sulfur atom and NR ³⁹ ; wherein each of R ³ ^, R ⁸ and R ³⁹ is independently selected from hydrido, alkyl, haloalkyl, haloalkylsulfonyl, haloalkylcarbonyl, cycloalkyl, phenyl and benzyl; wherein each of R ^ and R ³⁹ may be further independently selected from amino radical of the formula

-N / ^R4 °

wherein each of R-® and R ⁴ -*- is independently selected from hydrido, alkyl, cycloalkyl, hydroxyalkyl, haloalkyl, alkoxyalkyl, benzyl and phenyl; and the amide, ester and salt derivatives of said acidic groups;

wherein said bioisostere of carboxylic acid may be further selected from heterocyclic acidic groups consisting of heterocyclic rings of four to about nine ring members, which ring contains at least one hetero atom, selected from oxygen, sulfur and nitrogen atoms, which heterocyclic ring may be saturated, fully unsaturated or partially unsaturated, and which heterocyclic ring may be attached at a single position selected from R ³ through R ¹¹ or may be attached at any two adjacent positions selected from R ³ through R^ ¹ so as to form a fused-ring system with one of the phenyl rings of Formula I; and the amide, ester and salt derivatives of said heterocyclic acidic groups;

wherein Y is a spacer group independently selected from one or more of alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, phenyl, phenalkyl and aralkyl;

wherein each of R ¹ through R ²⁶ , R ³⁵ and R ³⁸ through R ⁴¹ , Y and A and independently may be substituted at any substitutable position with one or more groups selected

from alkyl, cycloalkyl, cycloalkylalkyl, hydroxy, halo, oxo, haloalkyl, alkoxycarbonyl, cyano, nitro, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, alkoxy, aryloxy and aralkoxy;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

An even more highly preferred class of compounds consists of those compounds of Formula I wherein m is one; wherein Rl is selected from hydrido, alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aralkyl, aryl, benzoyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, alkenyl and alkynyl;

where R ² is selected from alkyl, aminoalkyl, hydroxyalkyl, halo, haloalkyl, cycloalkyl, cycloalkylalkyl, alkylcarbonyl, cycloalkylhaloalkyl, cycloalkylcarbonyl, alkoxy, aralkyl, aralkylhaloalkyl, aryl, benzoyl, phenoxy, phenoxyalkyl, phenalkyloxy, phenylthio, phenalkylthio, aralkoxy, alkoxyalkyl, acetyl, alkoxycarbonyl, alkenyl, cycloalkenyl, alkynyl, cyano, nitro, carboxyl, carboxyalkyl, alkylcarbonyloxy, mercaptoalkyl, mercaptocarbonyl, alkoxycarbonyloxy, alkylcarbonyloxyalkyl, alkoxycarbonylalkyl, aralkoxycarbonylalkyl, aralkylcarbonyloxyalkyl, phthalimido, phthalimidoalkyl, imidazoalkyl, tetrazole, tetrazolealkyl, alkylthio, cycloalkylthio, cycloalkylalkylthio, and amino and amido radicals of the formula

-iCHόs

wherein X is selected from oxygen atom and sulfur atom;

wherein each n is a number independently selected from zero to six, inclusive;

wherein each of R- ¹ - ⁴ through R ° is independently selected from hydrido, alkyl, cycloalkyl, cyano, amino, hydroxyalkyl, alkoxyalkyl, phenalkyl and phenyl;

wherein each of R ³ through R ¹¹ is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, halo, haloalkyl, alkoxy, phenyl, benzoyl, phenoxy, alkoxyalkyl, acetyl, alkoxycarbonyl, alkenyl, cyano, nitro, carboxyl, alkylthio and mercapto;

and wherein each of R ³ through R ¹¹ may be further independently selected from acidic moieties consisting of CO2H, CO2CH3, SH, CH ₂ SH, C2H4SH, P0 ₃ H _/ NHS0 CF ₃ , HS02C6F5, SO3H, CONHNH _2/ CONHNHSO2CF3, CONHOCH3, C0NH0C2H5 _/ CONHCF3, OH, CH2OH, C2H4OH, OPO3H2, OSO3H ,

wherein each of R ⁴² , R ⁴³ and R ⁴⁴ is independently selected from H, Cl, CN, N0 ₂ , CF _3/ C ₂ F ₅ , C3F7, CHF ₂ . CH ₂ F, C0 ₂ CH ₃ , CO2C2H5, Sθ2CH3 _/ SO2CF3 and Sθ2CgF5; wherein Z is selected from 0, S, NR ⁴ ^ and CH2 _; wherein R ⁴ ^ is selected from hydrido, CH3 and CE^Cg^; and wherein said acidic moiety may be a heterocyclic acidic group attached at any two adjacent positions of R ³ through R ¹¹ so as to form a fused ring system with one of the phenyl rings of the biphenyl moiety of Formula I, said biphenyl fused ring system selected from

and the esters, amides and salts of said acidic moieties; or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A class of compounds of particular interest consists of those compounds of Formula I wherein m is one; wherein R-- is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from C ₄ H9(n), CH3CH2CH=CH, C3H ₇ (n) , SC3H7,

' ^C2H5 ' ^C 5 ^H ll< ⁿ >' ^C ₆ ^H ι ₃ ⁽ n ⁾ , ^SC 4 ^H 9, ^> CH ₂ S CH3CH=CH, CH3CH2CH2CH=CH-, amino, aminomethyl, aminoethyl, aminopropyl, acetyl, CH2OH, CH2OCOCH3, CH2CI, Cl, CH ₂ 0CH ₃ , CH ₂ 0CH(CH3)2, I, CHO,

CH2CO2H, CH (CH3) Cθ2H, NO2, Cl,

-CH2OCOCH2CH2 i , -CO2CH3, -CONH2, -CONHCH3, CON (CH3) 2/

-CH2-NHCO2C2H5, -CH ₂ NHCO ₂ . Λ -CH2NHCθ2CH3, -CH2NHCθ2C3H7,

-CH 2NHCO 2CH2 (CH 3 ) 2 , -CH2NHCO 2C H 9 , CH 2NHCO 2 -adamant y 1 , -CH 2NHCO 2- ( 1 -napthy 1 ) , -CH2NHCONHCH3 , -CH2NHCONHC 2H5, -CH2NHCONHC 3H7, -CH2NHCONHC 4H9, -CH2NHCONHCH (CH3) 2, -CH 2NHCONH ( 1 -napthy 1 ) , -CH2NHCONH ( 1 -adamant y 1 ) , CO2H,

-CHzCHrCO— N O, -CH ₂ CH ₂ CO-N^ _/ -CH2CH2CH2CO2H, -CH2CH2F, -CH2OCONHCH 3, -CH2OCSNHCH 3, -CH2NHCSOC 3H7,

-CH2CH2CH2F, -CH ₂ ON0 ₂ , , -CH2SH, H, Cl, NO2, CF3, CH2OH, Br, F, I, methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, neopentyl, phenyl, cyclohexyl, cyclohexylmethyl, 1-oxoethyl, 1-oxopropyl, 1-oxobutyl, 1-oxopentyl, 1, 1-dimethoxypropyl, 1, 1-dimethoxypentyl, hydroxyalkyl, halo, l-oxo-2-phenylethyl, l-oxo-2- cyclohexylethyl, 1, l-difluoro-2-phenylethyl, 1,1-difluoro- 2-cyclohexylethyl, 2-cyclohexylethyl, 1, l-difluoro-3- cyclohexylpropyl, 1, 1-dimethoxybutyl, 1, 1-difluoroethyl, 1, 1-difluoropropyl, 1, 1-difluorobutyl, 1, 1-difluoropentyl, benzyl, 2-phenylethyl, l,l-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl and difluoromethyl; wherein each of R ³ through R ¹¹ is hydrido with the proviso that at least one of R ⁵ , R ⁶ , R ⁸ and R ⁹ is an acidic group selected from CO2H, SH, PO3H2. SO3H, CONHNH ₂ , CONHNHS0 ₂ CF ₃ , OH,

wherein each of R ⁴² and R ⁴³ is independently selected from chloro, cyano, nitro, trifluoromethyl, methoxycarbonyl and trifluoromethylsulfonyl;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A class of compounds of more particular interest consists of those compounds of Formula I wherein m is one; wherein R ¹ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl,

3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, tert-butyl, n-pentyl, neopentyl, 1-oxoethyl, 1-oxopropyl, 1-oxobutyl, 1-oxopentyl l-oxo-2-phenylethyl, l-oxo-2-cyclohexylethyl, 1,1-difluoro- 2-phenylethyl, 1,1-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1,l-difluoro-3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1,1-difluoropropyl, 1,1-difluorobutyl, 1,1-difluoropentyl, benzyl, 2-phenylethyl, 1,1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, acetyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein each of R ³ through R ¹¹ is hydrido with the proviso that at least one of R ⁵ , R ⁶ , R ⁸ and R ⁹ is an acidic group selected from CO2H, SH, PO3H2 SO3H, CONHNH2, CONHNHSO2CF3, OH,

wherein each of R ⁴² and R ⁴³ is independently selected from chloro, cyano, nitro, trifluoromethyl, methoxycarbonyl and trifluoromethylsulfonyl;

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A subclass of compounds of Formula I which is of even more particular interest consists of those compounds of Formula II

wherein m is one; wherein R^ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2- phenylethyl, l-oxo-2-cyclohexylethyl, 1, 1-difluoro-2- phenylethyl, 1, 1-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1, 1-difluoro-3-cyclohexylpropyl,

1,1-dimethoxybutyl, 1,1-difluoroethyl, 1, 1-difluoropropyl, 1,1-difluorobutyl, 1, 1-difluoropentyl, benzyl, 2-phenylethyl, 1,1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl,

3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; -herein R ⁵ is an acidic group selected from CO2H and

H

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula II consists of the following compounds:

2-[6-[ (l-prcpyl-3-methyl-lH-l,2,4-triazol-5-yl)methyl]-

3-pyridinyl]benzoic acid; 2- [ 6- [ (l-proρyl-3-ethyl-lH-l, 2 , 4-triazol-5-yl) itethyl] -3- pyridinyl]benzoic acid;

2- [6- [ (1, 3-dipropyl-lH-l, 2, 4-triazol-5-yl) methyl] -3- pyridinyl]benzoic acid;

2- [6- [ (l-propyl-3-isopropyl-lH--l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl]benzoic acid;

2- [ 6- [ (l-ρrcpyl-3-butyl-lH-l, 2, 4-triazol-5-yl) itethyl] -3- pyridinyl]benzoic acid;

2-[6-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl] enzoic acid; 2-[6-[ (l-propyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ α-propyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[β-[(l-propyl-3-ρentyl-lH-l,2,4-triazol-5-yl)ιtethyl ]- 3-pyridinyl]benzoic acid;

2-[6-[ (l-ρropyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[(l-prcpyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2- [6- [ (l-prqpyl-3-cyclohexylπethyl-lH-l, 2, 4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-propyl-3-(2-cyclohexylethyl)-1H-1,2,4-triazol-

5-yl]itethyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-prqρyl-3-ρhenyl-lH-l, 2,4-triazol-5-yl)itethyl]-

3-pyridinyl]benzoic acid;

2-[6-[ (l-propyl-3-phenylmethyl-lH-l,-2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-propyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]itethyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-propyl-3-benzoyl-lH-l,2 ,4-triazol-5-yl)methyl]-

3-pyridinyl]benzoic acid;

2-[6-[ [l-prcpyl-3-(l-oxo-2-phenylethyl)-lH-1,2,4- t riazol-5-yl ] itethyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ [l-propyl-3- (1, 1-dimethox propyl) -1H-1, 2, 4- t riazol-5-yl ] itethyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ [l-propyl-3- (1, 1-dirtethoxybutyl) -1H-1, 2, 4-triazol-

5-yl ] methyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ [l-propyl-3- (1, 1-di-trethoxypentyl) -1H-1, 2, 4- triazol-5-yl ] itethyl ] -3-pyridinyl ] benzoic acid; 2- [ 6- [ [ l-propyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl ] itethyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ [l-propyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-propyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-propyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-

5-yl]itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-ιtethyl-lH-l, 2,4-triazol-5-yl)methyl]-3- pyridinyl]benzoic acid; 2-[6-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5-yl) ethyl]-3- pyridinyl]benzoic acid;

2- [ 6- [ (l-butyl-3-propyl-lH-l, 2 , 4-triazol-5-yl) itethyl] -3- pyridinyl] benzoic acid;

2- [ 6- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid; 2-[6-[ (1,3-dibutyl-lH-l,2,4-triazol-5-yl)methyl]-3- pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5-yl)methyl]-

3-ρyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5-yl)methyl]- 3-pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-tertbutyl-lH-l, 2 _r 4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[(l-butyl-3-pentyl-lH-l,2 4-triazol-5-yl)πethyl]-3- pyridinyl]benzoic acid; 2-[6-[ (l-butyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-cyclohexylttethyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-butyl-3-phenyl-lH-l, 2,4-triazol-5-yl)methyl]-3- pyridinyl]benzoic acid; 2-[6-[ (l-butyl-3-ρheny-lιtethyl-lH-l,- 2,4-triazol-5- yl)methyl]-3-pyridinyl] enzoic acid; 2-[6-[[l-butyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl] ethyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-butyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[[l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5-yl)methyl]- 3-pyridinyl]benzoic acid; 2-[6-[[l-butyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4-triazol- 5-yl]itethyl]-3-pyridinyl]benzoic acid;

2- [6- [ [l-butyl-3- (1, 1-di-ttethoxypropyl) -1H-1, 2, 4-triazol-

5-yl ] itethyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ [l-butyl-3- (1, l-diitethoxybutyl) -1H-1, 2, 4-triazol-

5-yl ] methyl ] -3-pyridinyl ] benzoic acid; 2- [6- [ [l-butyl-3- (1, 1-dimethoxypentyl) -1H-1, 2, -triazol-

5-yl] methyl] -3-pyridinyl] benzoic acid;

2- [ 6- [ [l-butyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-butyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-butyl-3-(1-oxopentyl)-1H-1,2,4-triazol-5- yl]itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-pentyl-3-methyl-lH-l,2,4-triazol-5-yl)methyl]-

3-pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-ethyl-lH-l,2,4-triazol-5-yl) ethyl]-3- pyridinyl]benzoic acid;

2- [6- [ (l-ρentyl-3-propyl-lH-l, 2, 4-triazol-5-yl) itethyl] - 3-pyridinyl] benzoic acid;

2- [6- [ (l-pentyl-3-isopropyl-lH-l, 2, -triazol-5- yl ) methyl ] -3-pyridinyl ] benzoic acid;

2- [6- [ (l-pentyl-3-butyl-lH-l, 2, 4-triazol-5-yl) itethyl] -3- pyridinyl]benzoic acid; 2-[6-[ (l-pentyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-ρentyl-3-tertbutyl-lH-l,2, -triazol-5- yl)itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (1,3-dipentyl-lH-l, 2,4-triazol-5-yl) ethyl]-3- pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-pentyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-cyclohe-xylrtethyl-lH-l,.2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid;

2-[6-[[l-pentyl-3-(2-cyclohexylethyl)-1H-1,2,4-triazol- 5-yl]methyl]-3-pyridinyl]benzoic acid; 2-[6-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5-yl)methyl]- 3-pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-phenylmethyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(2-ρhenylethyl)-1H-1, 2 _r 4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[ (l-pentyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-ρyridinyl]benzoic acid; 2-[6-[ (l-pentyl-3-benzoyl-lH-l, 2,4-triazol-5-yl)methyl]- 3-pyridinyl]benzoic acid;

2-[6-[[l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(1,1-dimethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[El-pentyl-3-(1,1-diιtethox^utyl)-1H-1,2,4-triazol- 5-yl]methyl]-3-ρyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(1 _Λ 1-dimetho^pentyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(1-oxoρropyl)-1H-1, 2,4-triazol-5- yl]ιtethyl]-3-ρyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-ρyridinyl]benzoic acid; 2-[6-[[l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]benzoic acid;

2-[6-[[l-pentyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-yl]itethyl]-3-pyridinyl]benzoic acid; 5-[2-[6-[ (l-propyl-3-methyl-lH-l,- 2,4-triazol-5- yl)methyl]-3-ρyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[(l-propyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (1,3-dipropyl-lH-l, 2,4-triazol-5-yl)methyl]-3- pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-propyl-3-isσprqpyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-butyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5- [2-[6-[ (l-propyl-3-isobutyl-lH-l,2,4-triazol-5- yl)itethyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-ρrcpyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-proρyl-3-pentyl-lH-l, 2,4-triazol-5- ^■ yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-isopentyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-cyclohexy--ιιethyl-lH-l, 2,4-triazol- 5-yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ [l-propyl-3-(2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-proρyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-ρhenylι-ethyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-propyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)itethyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-propyl-3-benzoyl-lH-l, 2,4-triazol-5- yDmethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-propyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5- [2- [6- [ [l-propyl-3- (1, l-diitethoxypropyl) -1H-1, 2, 4- triazol-5-yl] itethyl] -3-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-propyl-3- (1, l-di tethoxybutyl) -1H-1, 2 _r 4- triazol-5-yl]ιtethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-propyl-3- (1, 1-di-ttethoxyρentyl) -1H-1, 2, 4- triazol-5-yl] itethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-propyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] ethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-propyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl]methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ [l-propyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-propyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-butyl-3-methyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5-yl) methyl] -

3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (l-butyl-3-proρyl-lH-l, 2 _r 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5-yl) methyl] -3- pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-butyl-3-ter-butyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]-3-ρyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl) ethyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-cyclohexylπethyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[[l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-phenyl-lH-l, 2, -triazol-5- yl)itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1,l-diitethoxypropyl)-1H-1, 2,4- triazol-5-y1]itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1,l-diitethoxybutyl)-1H-1,2,4- triazol-5-yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1,1-di-methoxyρentyl)-1H-1, 2,4- triazol-5-yl] ethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1-oxoproρyl)-1H-1,2,4-triazol-5- yl]itethyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ [l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]ιtethyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-pentyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-pentyl-3-ethyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridiny1]phenyl]-IH-tetrazole;

5- [2- [6- [ (l-pentyl-3-ρroρyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl]phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-pentyl-3-isoproρyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl]phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-pentyl-3-butyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (l-pentyl-3-sedbutyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (l-pentyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (l-pentyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (1, 3-di-pentyl-lH-l, 2, 4-triazol-5-yl) methyl] -3- pyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-pentyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-pentyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-pentyl-3-cyclohexylιtethyl-lH-l, 2, 4-triazol- 5-yl ) methyl ] -3-pyridinyl ] phenyl ] -IH-tetrazole;

5- [2- [6- [ [l-pentyl-3- (2-cyclohe-^lethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-pentyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-pentyl-3-phenylnethyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-pentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-ρyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-pentyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-pentyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (l-oxo-2-ρhenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-pentyl-3- (1, 1-d-lιtethoxyρropyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (1, 1-diιιethoxybutyl) -1H-1, 2, 4- triazol-5-yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (1, 1-dimethoxyρentyl) -1H-1, 2, - triazol-5-yl] itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-pentyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ [l-pentyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl]πethyl] -3-pyridinyl] phenyl] -IH-tetrazole; and 5- [2- [6- [ [l-pentyl-3- (1, 1-dif luorobutyl) -1H-1, , 4- triazol-5-yl] ethyl] -3-pyridinyl] phenyl] -IH-tetrazole.

A family of specific compounds of more particular interest within Formula II consists of the following compounds:

5-[2-[6-[ (l-butyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5-yl)methyl]-

3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [ 6- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [6- [ (1, 3-dibutyl-lH-l,2, 4-triazol-5-yl) itethyl] -3- pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[6-[ (l-butyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[6-[ (l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]-3-pyridinyl]phenyl]-IH-tetrazole;

5- [2- [6- [ (l-butyl-3-isoρentyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] -3-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-butyl-3-cyclohexylmethyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ [l-butyl-3- (2-cyclohexylethyl) -1H-1, 2 , 4- triazol-5-yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [6- [ (l-butyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) ethyl] -3-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [ 6- [ (l-butyl-3-phenylι-ethyl-lH-l, 2, 4-triazol-5- yl) itethyl] -3-pyridinyl] phenyl] -IH-tetrazole; and 5- [2- [6- [ (l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl) methyl] -3-pyridinyl] phenyl] -IH-tetrazole.

Another subclass of compounds of Formula I which is of even more particular interest consists of those compounds of Formula III

wherein m is one; wherein R ¹ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2-phenylethyl, l-oxo-2-cyclohexylethyl, 1, 1-difluoro-2-phenylethyl, 1, 1-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1, 1-difluoro-3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1, 1-difluoropropyl, 1,1-difluorobutyl, 1, 1-difluoropentyl, benzyl, 2-phenylethyl, 1,l-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl,

3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein R^ is an acidic group selected from CO2H and

H

I

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula III consists of the following compounds:

2-[5-[(l-prσpyl-3-methyl-lH-l,2,4-triazol-5-yl)methyl]- 2-pyridinyl]benzoic acid;

2-[5-[ (l-propyl-3-ethyl-lH-l,2,4-triazol-5-yl)methyl]-2- pyridinyl] enzoic acid;

2-[5-[(1,3-dipropyl-lH-l, 2,4-triazol-5-yl)methyl]-2- pyridinyl]benzoic acid; 2-[5-[ (l-propyl-3-isopropyl-lH-l ,2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[(l-propyl-3-butyl-lH-l,2,4-triazol-5-yl)methyl]-2- pyridinyl] enzoic acid;

2-[5-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-propyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid; 2-[5-[ α-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid; 2-[5-[ (l-propyl-3-pentyl-lH-l, 2,4-triazol-5-yl)methyl]- 2-pyridinyl]benzoic acid;

2-[5-[ (l-prcpyl-3-isopentyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid; 2-[5-[(l-propyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-propyl-3-cyclohexylmethyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-propyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]-2-ρyridinyl]benzoic acid; 2-[5-[ (l-propyl-3-phenyl-lH-l,2,4-triazol-5-yl)methyl]- 2-pyridinyl]benzoic acid;

2-[5-[ (l-propyl-3-phenylitethyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid; 2-[5-[[l-propyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]itethyl]-2-pyridinyl]benzoic acid;

2- [5- [ (l-propyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]benzoic acid; 2-[5-[ (l-propyl-3-benzoyl-lH-l,2, -triazol-5-yl)methyl]-

2-pyridinyl]benzoic acid;

2-[5-[[l-propyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-propyl-3-(1,l-di-methoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-prcpyl-3-(1,1-diιtethoxybutyl)-1H-1, 2,4-triazol-

5-yl]itethyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-propyl-3-(1,l-dimethoxypentyl)-1H-1, 2,4- triazol-5-yl]itethyl]-2-pyridinyl]benzoic acid; 2-[5-[ [l-propyl-3-(1-oxopropyl)-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-propyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]itethyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-propyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]itethyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-prcpyl-3-(1,1-diflύorobutyl)-1H-1,2,4-triazol-

5-yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-methyl-lH-l, 2,4-triazol-5-yl)methyl]-2- pyridinyl]benzoic acid; 2-[5-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5-yl) ethyl]-2- pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-prqpyl-lH-l, 2,4-triazol-5-yl)methyl]-2- pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (1,3-dibutyl-lH-l, 2,4-triazol-5-yl)itethyl]-2- pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5-yl)methyl]-

2-pyridinyl]benzoic acid; 2-[5-[ (l-butyl-3-isobutyl-lH-l , 2,4-triazol-5-yl)methyl]-

2-pyridinyl] enzoic acid;

2- [5- [ (l-butyl-3-ter butyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] benzoic acid;

2- [5- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5-yl) methyl] -2- pyridinyl] benzoic acid; 2- [5- [ (l-butyl-3-isopentyl-lH-l, , 4-triazol-5- yl) itethyl] -2-pyridinyl] benzoic acid;

2- [5- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-cyclohexy-l-ιιethyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-butyl-3-(2-cyclohe^lethyl)-1H-1,2,4-triazol-5- yl]methyl] -2-pyridinyl] benzoic acid;

2- [5- [ (l-butyl-3-phenyl-lH-l, 2, 4-triazoi-5-yl) itethyl] -2- pyridinyl]benzoic acid; 2-[5-[(l-butyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5-yl)itethyl]-

2-pyridinyl] benzoic acid; 2- [5- [ [l-butyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4-triazol-

5-yl] methyl] -2-pyridinyl] benzoic acid;

2- [5- [ [l-butyl-3- (1, 1-o -tιethoxypropyl) -1H-1, 2, 4-triazol-

5-yl] methyl] -2-pyridinyl] benzoic acid;

2- [5- [ [l-butyl-3- (1, 1-diraethoxybutyl) -1H-1, 2 _r 4-triazol- 5-yl]methyl] -2-pyridinyl]benzoic acid;

2- [5- [ [l-butyl-3- (1, 1-dittethoxyρentyl) -1H-1, 2, 4-triazol-

5-yl] methyl] -2-pyridinyl] enzoic acid;

2- [5- [ [l-butyl-3- (1-oxoρropyl) -1H-1, 2, 4-triazol-5- yl] itethyl] -2-pyridinyl] benzoic acid; 2- [5- [ [l-butyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] itethyl] -2-pyridinyl] benzoic acid;

2- [5- [ [l-butyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl]methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]benzoic acid; 2-[5-[ (l-pentyl-3-methyl-lH-l, 2,4-triazol-5-yl)itethyl]-

2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5-yl)itethyl]-2- pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5-yl)methyl]- 2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5-yl) ethyl]-2- pyridinyl]benzoic acid; 2-[5-[ (l-pentyl-3-secbutyl-lH-l,2,4-triazol-5- yl)itethyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-tert-butyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ (1,3-dipentyl-lH-l, 2,4-triazol-5-yl) ethyl]-2- pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid; 2-[5-[ (l-pentyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-cyclohexy]-methyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]benzoic acid;

2-[5-[ [l-pentyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl] ethyl]-2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5-yl) ethyl]-

2-pyridinyl]benzoic acid;

2-[5-[ (l-pentyl-3-phenylmethyl-lH-l, 2,4-triazol-5- yl) ethyl]-2-pyridinyl]benzoic acid; 2-[5-[[l-pentyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl] ethyl]-2-pyridinyl]benzoic acid;

2- [5- [ (l-pentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) ethyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-pentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]-2-pyridinyl]benzoic acid; 2-[5-[ (l-pentyl-3-benzoyl-lH-l, 2,4-triazol-5-yl)methyl]-

2-ρyridinyl] enzoic acid;

2-[5-[[l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl] methyl] -2 -pyridinyl] benzoic acid;

2- [5- [ [l-pentyl-3- (1, l-diitethoxypropyl) -1H-1, 2 _r 4- triazol-5-yl] methyl] -2 -pyridinyl] benzoic acid;

2- [5- [ [l-pentyl-3- (1, l-dinethoxybutyl) -1H-1, 2, 4-triazol-

5-yl] itethyl] -2-pyridinyl] benzoic acid;

2- [5- [ [l-pentyl-3- (1, l-diitethoxypentyl) -1H-1, 2, 4- triazol-5-yl] itethyl] -2 -pyridinyl] benzoic acid; 2- [5- [ [l-pentyl-3- (1-oxoρropyl) -1H-1, 2, 4-triazol-5- yl] methyl] -2-pyridinyl] benzoic acid;

2- [5- [ [l-pentyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl]itethyl]-2-pyridinyl]benzoic acid;

2-[5-[[l-pentyl-3-(1-oxopentyl)-1H-1, 2 _r 4-triazol-5- yl]methyl]-2-ρyridinyl]benzoic acid;

2-[5-[[l-peπtyl-3- (1,1-difluorobutyl)-1H-1,2,4-triazol-

5-yl]methyl]-2-pyridinyl]benzoic acid;

5-[2-[5-[ (l-propyl-3-nethyl-lH-l,2,4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-propyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ - _r 3-dipropyl-lH-l, 2, 4-triazol-5-yl) ethyl] -2- pyridinyl]phenyl] -IH-tetrazole;

5- [2- [5- [ (l-propyl-3-isoproρyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-proρyl-3-butyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-propyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) itethyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-propyl-3-isobutyl-lH-l, 2, -triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5-[2-[5-[ (l-prqpyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-prcpyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-cyclohexylmethyl-lH-l, 2,4-triazol- 5-yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[5-[ [l-propyl-3-(2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl] ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[5-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-propyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(1,l-di-Ttethoxypropyl)-1H-1, 2,4- triazol-5-yl] ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-proρyl-3-(1,1-dirtethoxybutyl)-1H-1, 2,4- triazol-5-yl] ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(1,1-dimethoxyρentyl)-1H-1, 2,4- triazol-5-yl]itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(1-oxoproρyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-propyl-3-(1-oxobutyl)-1H-1,2, -triazol-5- yl] ethyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5- [2- [5- [ [l-propyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-propyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3--τethyl-lH-l, 2 , 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5-yl) methyl] - 2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-ρropyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-butyl-3-isoρropyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5-yl) methyl] -2- pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-ρentyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) itethyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-cyclohexy-l-ι-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] -2 -pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-butyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) itethyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-butyl-3-phenylιtethyl-lH-l, , 4-triazol-5- yl) methyl] -2-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl]methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5-[2-[5-[ (l-butyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]itethyl]-2-ρyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-butyl-3-benzoyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; ^' 5-[2-[5-[[l-butyl-3-(l-oxo-2-ρhenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1,1-d-iιtethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1,1-di-methoxybutyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1,l-diπethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl] ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ [l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[5-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-ιtethyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-propyl-lH-l,2,4-triazol-5- yl) ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5- yD ethyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-secbutyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5- [2- [5- [ (l-pentyl-3-ter butyl-lH-l, 2, 4-triazol-5- yl)methyl] -2-pyridinyl]phenyl] -IH-tetrazole;

5- [2- [5- [ (1, 3-dipentyl-lH-l, 2, 4-triazol-5-yl) methyl] -2- pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-peπtyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-pentyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-ρyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-pentyl-3-cyclohexyl ethyl-lH-l, 2, 4-triazol- 5-yl) methyl] -2 -pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ [l-pentyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ (l-pentyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) itethyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-pentyl-3-ρhenyl tethyl-lH-l _Λ 2, 4-triazol-5- yl) itethyl] -2-ρyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ [ l-pentyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl]methyl] -2-pyridinyl]phenyl] -IH-tetrazole; 5- [2- [5- [ (l-pentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) itethyl] -2-ρyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ [l-pentyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ (l-pentyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) methyl] -2-ρyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (1, 1-diιtethoxypropyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (1, 1-dimethoxybutyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (1, 1-dimethoxypentyl) -1H-1, 2, 4- triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (1-oxopropyl) -1H-1,2, 4-triazol-5- yl]methyl] -2-pyridinyl] phenyl] -IH-tetrazole; 5- [2- [5- [ [l-pentyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole;

5-[2-[5-[ [l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole; and 5-[2-[5-[[l-pentyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole.

A family of specific compounds of more particular interest within Formula III consists of the following compounds:

5-[2-[5-[ l-butyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5-[2-[5-[ l-butyl-3-ethyl-lH-l, 2,4-triazol-5-yl) ethyl]-

2 -pyridinyl] phenyl] -IH-tetrazole;

5- [2- [5- [ l-butyl-3-proρyl-lH-l, 2,4-triazol-5- ^' yl) itethyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl) methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ 1,3-dibutyl-lH-l, 2,4-triazol-5-yl)itethyl]-2- pyridinyl phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl) ethyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl) itethyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl) itethyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl) methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-isopentyl-lH-l, 2,4-triazol-5- yl) methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-cyclohex/l-lH-l, 2,4-triazol-5- yl) methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-cyclohexylmethyl-lH-l, 2,4-triazol-5- yl) methyl -2-pyridinyl]phenyl]-IH-tetrazole; 5- [2- [5- [ l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[5-[ l-butyl-3-phenyl-lH-l,2 _Λ 4-triazol-5- yl)itethyl -2-pyridinyl]phenyl]-IH-tetrazole;

5-[2-[5-[ (l-butyl-3-phenylmethyl-lH-l, 2,4-triazol-5- yl)itethyl]-2-pyridinyl]phenyl]-IH-tetrazole; and 5-[2-[5-[[l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole.

Another subclass of compounds of Formula I which is of even more particular interest consists of those compounds of Formula IV

wherein m is one; wherein R^ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2- phenylethyl, l-oxo-2-cyclohexylethyl, 1,1-difluoro-2- phenylethyl, 1,1-difluoro-2-cyclohexylethyl,

2-cyclohexylethyl, 1, 1-difluoro-3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1, 1-difluoropropyl, 1,1-difluorobutyl, 1,1-difluoropentyl, benzyl, 2-phenylethyl, 1,1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl,

3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein R^ is an acidic group selected from CO2H and

H

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula IV consists of the following compounds:

2-[4-[ (l-prqpyl-3-ιtethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (1,3-dipropyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyriclinecarboxylic acid; 2-[4-[ (l-propyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-prcpyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-ρropyl-3-tertbutyl-lH-l, 2, -triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-proρyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-cyclohexy-bethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-propyl-3-(2-cyclohexylethyl)-1H-1,2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[(l-propyl-3-phenylnethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyriduecarboxylic acid; 2-[4-[[l-ρropyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-propyl-3-(l-oxo-2-cyclohexyethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-propyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[[l-ρropyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-ρyridinecarbo-ylic acid; 2-[4-[[l-ρropyl-3-(1,l-d-Lιιethoxyρropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecaι-boxylic acid; 2-[4-[[l-propyl-3-(1,1-dimethoxybutyl)-1H-1,2,4-triazol- 5-yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-propyl-3-(1,l-oi-ttethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[[l-propyl-3-(1-oxoρropyl)-1H-1, 2,4-triazol-5- yl]ιtethyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[[l-prcpyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]ιtethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-prcρyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridlnecarboxylic acid; 2-[4-[[l-propyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-yl]methyl]phenyl]-3-pyrioϋneca-ι-boxylic acid; 2-[4-[ (l-butyl-3-methyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarbo->-ylic acid; 2-[4-[ (l-butyl-3-propyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (1,3-dibutyl-lH-l,2,4-triazol-5-yl)methyl]phenyl]- 3-ρyridinecarboxylic acid;

2-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecaι-boxylic acid; 2-[4-[ (l-butyl-3-terbutyl-lH-l, 2, -triazol-5- yl)methyl]phenyl]-3-pyridineca-±oxylic acid; 2-[4-[ (l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarbo-^lic acid; 2-[4-[ (l-butyl-3-isopentyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[ (l-butyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl ) itethyl ] phenyl ] -3-ρyridinecarboxylic acid;

2- [4- [ (l-butyl-3-cyclohexylιtethyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-pheny-l-πethyl-lH-l, 2, -triazol-5- yl)methyl]phenyl]-3-pyridinecarbox lie acid;

2-[4-[ [l-butyl-3-(2-ρhenylethyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-butyl-3-(l-oxo-2-cyclohexyethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-butyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[ [l-butyl-3-(1,1-dimethoxypropyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-butyl-3-(1,1-di- ethoxybutyl)-1H-1, 2,4-triazol- 5-yl] ethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-butyl-3-(1,1-dimethoxyρentyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[[l-butyl-3-(1-oxoproρyl)-lH-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridineca:--boxylic acid; 2-[4-[[l-butyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[[l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[(l-pentyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[(l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-isoproρyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarbox7lic acid; 2-[4-[ (l-pentyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[(l-pentyl-3-tertbutyl-lH-l, 2 _T 4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (1,3-diρentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarboxylic acid;

2-[4-[ (l-pentyl-3-cyclohexylmethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[[l-pentyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarboxylic acid;

2-[4-[ (l-pentyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-pentyl-3-(2-phenylethyl)-1H-1, 2, -triazol-5- yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[[l-pentyl-3-(l-oxo-2-cyclohexyethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ (l-pentyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

2-[4-[ [l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1,1-dimethoxyρropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1,1-dimethoxybutyl)-1H-1 , 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1,1-dimethoxyρentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1-oxoρropyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyric-inecarboxylic acid;

2-[4-[ [l-pentyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-ρyridinecarboxylic acid; 2-[4-[ [l-pentyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 5-[2-[4-[ (l-propyl-3-methyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-propyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinyl]-IH-tetrazole; 5-[2-[4-[ (1,3-dipropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-propyl-3-isopropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-propyl-3-butyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5- [2- [4- [ (l-propyl-3-secbutyl-lH-l,-2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-proρyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [ 4- [ (l-propyl-3-tertbutyl-lH-l , 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-proρyl-3-ρentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-propyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl]ρhenyl] -3-pyridinyl] -IH-tetrazole;

5- [2- [4- [ (l-proρyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [ 4- [ (l-propyl-3-cyclohexylιtethyl-lH-l, 2, 4-triazol- 5-yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-proρyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl]methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [2- [4- [ (l-proρyl-3-ρhenyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-prcpyl-3-ρhenylι-ethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[[l-propyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-ρropyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[[l-proρyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-propyl-3-benzoyl-lH-l,2,4-triazol-5- yl)πethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[[l-propyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[[l-propyl-3-(1,l-dimetho-^propyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[[l-ρropyl-3-(1,1-dimethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-propyl-3-(1,l-diraethoxybutyl)-1H-1,2,4- triazol-5-yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ [l-propyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-propyl-3-(1-oxαbutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-propyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[[l-propyl-3-(1,1-difluorobutyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-propyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-isoproρyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (1,3-dibutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-butyl-3-cyclohexylι-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-phenyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5- [2- [4- [ (l-butyl-3-pheny-b-tethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [2- [4- [ [l-butyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (1, 1-diιtethoxypropyl) -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (1, 1-dimethoxyρentyl) -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -3-ρyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3- (1, 1-diιιethoxybutyl) -1H-1, 2, 4- triazol-5-yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [2- [4- [ [l-butyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-butyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-pentyl-3-methyl-lH-l, 2 _r 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-pentyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-pentyl-3-propyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-pentyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [ 4- [ (l-pentyl-3-butyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5-[2-[4-[ (l-pentyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (1,3-dipentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-isopentyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-pentyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-cyclohexy-l-methyl-lH-l,2,4-triazol- 5-yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-pentyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ (l-pentyl-3-phenyl-methyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[2-[4-[ [l-pentyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl] ethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-ρentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-benzoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-pentyl-3-(1,l-d-nethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ [l-pentyl-3-(1,1-dimethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-pentyl-3-(1,1-di-methoxybutyl)-1H-1, 2,4- triazol-5-yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5- [2- [4- [ [l-pentyl-3- (1-oxoρropyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-pentyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ [l-pentyl-3- (1-oxoρentyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-ρyridinyl] -IH-tetrazole; and 5- [2- [4- [ [l-pentyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole.

A family of specific coitpounds of more particular interest within Formula IV consists of 5- [2- [4- [ (l-butyl-3-methyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-propyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-isoproρyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [2- [4- [ (l-butyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [2- [4- [ (l-butyl-3-cyclohexylmethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5-[2-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-phenyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[2-[4-[ (l-butyl-3-pheny--ιtethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; and 5-[2-[4-[ [l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole.

Another subclass of compounds of Formula I which is of even more particular interest consists of those compounds of Formula V

wherein m is one; wherein R^ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2- phenylethyl, l-oxo-2-cyclohexylethyl, 1,1-difluoro-2- phenylethyl, 1, l-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1, 1-difluoro-3-cyclohexylpropyl,

1, 1-dimethoxybutyl, 1,1-difluoroethyl, 1, 1-difluoropropyl, 1, 1-difluorobutyl, 1, 1-difluoropentyl, benzyl, 2-phenylethyl, 1, 1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein R^ is an acidic group selected from CO2H and

H

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula V consists of the following compounds:

3-[4-[ (l-propyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (1,3-dipropyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-prcρyl-3-isoρropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-proρyl-3-butyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyriclinecarboxylic acid; 3-[4-[ (l-proρyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[ (l-propyl-3-cyclohe-xylmethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[ [l-propyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-4-pyridinecarbo->^lic acid; 3-[4-[ (l-propyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarbo-Hylic acid; 3-[4-[ (l-prqpyl-3-phenyl-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-ρropyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridineca-dxixylic acid; 3-[4-[ (l-proρyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-proρyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-propyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-propyl-3-(1,1-dimethoxyproρyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-prcpyl-3-(1,1-dimethoxybutyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[ [l-propyl-3-(1,l-diιrethoxyρentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1-oxopropyl)-1H-1,2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-prcpyl-3-(1-oxobutyl)-1H-1,2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-propyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-4-pyrioϋne(--arboxylic acid; 3-[4-[[l-propyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-yl]methyl]phenyl] acid; 3-[4-[ (l-butyl-3-methyl-lH-l, 2, -triazol-5- yl) ethyl]phenyl]-4-ρyridinecarboxylic acid; 3-[4-[ (l-butyl-3-ethyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]- -pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid;

3- [4- [ (l-butyl-3-isopropyl-lH-l,2, -triazol-5- yl) itethyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5-yl)methyl]phenyl] - 4-pyridineca- ooxylic acid; 3- [ 4- [ (l-butyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-ρyrid__ ecaι-boxylic acid; 3- [4- [ (l-butyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] acid; 3- [4- [ (l-butyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-isoρentyl-lH-l, 2 _r 4-triazol-5- yl) methyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-cyclohe^l-ttethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinecarbo-^'lic acid; 3- [4- [ [l-butyl-3- (2-cyclohexylethyl) -1H-1, 2, -triazol-5- yl]methyl]phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-phenyl tethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinecaι-boxylic acid; 3- [4- [ [l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -4-pyridinecarbo->-ylic acid; 3- [4- [ [l-butyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -4-pyridinecarboxylic acid; 3- [4- [ (l-butyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -4-pyrioUnecarboxylic acid; 3- [4- [ [l-butyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4-triazol- 5-yl]methyl]phenyl] -4-pyridineca-_-boxylic acid; 3- [4- [ [l-butyl-3- (1, 1-diιtethoxyρropyl) -1H-1, 2, 4-triazol- 5-yl] ethyl] phenyl] -4-pyridinecarboxylic acid;

3-[4-[ [l-butyl-3-(1,1-di-methoxybutyl)-1H-1, 2,4-triazol- 5-yl]itethyl]phenyl]-4-pyrictLnecarboxylic acid; 3-[4-[ [l-butyl-3-(1,l-di-itethoxypentyl)-1H-1, 2,4-triazol- 5-yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-butyl-3-(1-oxopropyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-butyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ [l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-4-pyricϋnecarboxylic acid; 3-[4-[ (l-pentyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isopropyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-secbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isobutyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-4-pyricHnecarboxylic acid; 3-[4-[ (l-pentyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (1,3-dipentyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isoρentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinecai oxylic acid; 3-[4-[ (l-pentyl-3-cyclohexylιrethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinecarboxylic acid;

3-[4-[[l-pentyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-4-ρyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5- yl)πethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-ρhenylιtethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyrid-mecarboxylic acid; 3-[4-[[l-pentyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-ρyridinecarboxylic acid;

3-[4-[[l-pentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-ρyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyricα ecarboxylic acid; 3-[4-[[l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-pentyl-3-(1,1-dimetho-^propyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-pentyl-3-(1,1-dimethoxybutyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-4-pyridinecaιboxylic acid;

3-[4-[[l-pentyl-3-(1,l-di-raethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-pentyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-pentyl-3-(1-oxobutyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-4-pyricHnecarboxylic acid; 3-[4-[[l-ρentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinecarboxylic acid; 3-[4-[[l-pentyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-yl]methyl]phenyl]-4-pyridineca-±)θ->^'lic acid; 5-[3-[4-[ (l-propyl-3-methyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-ethyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (1,3-dipropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-ρyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-propyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-propyl-3-pentyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-ρroρyl-3-isopentyl-lH-l, 2,4-triazol-5- • yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-cyclohexylmethyl-lH-l, 2,4-triazol- 5-yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[[l-propyl-3-(2-cyclohexylethyl)-1H-1, 2, - triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-ρropyl-3-phenyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-phenylmethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-proρyl-3-(2-phenylethyl)-lH-l,2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(l-oxo-2-cyclohexylethyD-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-propyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(1,l-diitethoxypropyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5- [3- [4- [ [l-ρropyl-3- (1, -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-propyl-3- (1, 1-dimethoxypentyl) -1H-1, 2, 4- triazol-5-yl]methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-propyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-propyl-3- (1-oxobutyl) -1H-1, 2 _r 4-triazol-5- yl]methyl]phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-propyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -4-ρyridinyl] -IH-tetrazole;

5- [3- [4- [ [l-propyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-πethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5- yl)methyl]ρhenyl] -4-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-propyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-ρyridinyl] -IH-tetrazole;

5- [3- [4- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-butyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-butyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5- yl) methyl]phenyl] -4-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-butyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -4-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-cyclohexylmethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] - -pyridinyl] -IH-tetrazole;

5-[3-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-ρhenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-phenylιtethyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(2-ρhenylethyl)-1H-1, 2,4-triazol-5- yl] ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5-[3-[4-[[l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-4-ρyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-benzoyl-lH-l, 2, -triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl] ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1,1-diιtethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1,1-dimethoxybutyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1,1-diιtethoxypentyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1-oxobutyl)-1H-1 , 2 ,4-triazol-5- yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[[l-butyl-3-(1-oxopentyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-ιtethyl-lH-l, 2, -triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5- [3- [4- [ (l-pentyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-butyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ α-pentyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ (1, 3-dipentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -4-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-cyclohe_^lmethyl-lH-l, 2, 4-triazol- 5-yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-ρhenyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-ρheny--ι-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5-[3-[4-[ [l-pentyl-3- (l-oxo-2-cyclohexylethyl) -1H-1,2,4- triazol-5-yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (1, l-diitethoxypropyl) -1H-1, 2, 4- triazol-5-yl] ethyl] phenyl] -4-pyridinyl] -IH-tetrazole;

5-[3-[4-[ [l-pentyl-3-(1,1-diιιethoxybutyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[[l-pentyl-3-(1,l-diitethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-pentyl-3-(1-oxoproρyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-ρentyl-3-(1-oxobutyl)-1H-1, 2,4-triazol-5- yl] ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; and 5-[3-[4-[[l-pentyl-3-(1,1-difluorobutyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-4-pyridinyl]-IH-tetrazole.

A family of specific compounds of more particular interest within Formula V consists of the following compounds:

5-[3-[4-[ (l-butyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (1,3-dibutyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-butyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-pentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-4-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isopentyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-4-pyridinyl]-IH-tetrazole;

5- [3- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-cyclohexy-b-ιethyl-lH-l, 2, 4-triazol-5- yl) ethyl] phenyl] -4-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl]methyl]ρhenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-ρhenyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -4-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-phenylιtethyl-lH-l, 2, 4-triazol-5- yl ) methyl] phenyl ] -4-pyridinyl] -IH-tetrazole; and

5- [3- [4- [ [l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl]πethyl]phenyl] -4-pyridinyl] -IH-tetrazole.

Another subclass of compounds of Formula I which is of even more particular interest consists of those compounds of Formula VI

wherein m is one; wherein R ¹ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2- phenylethyl, l-oxo-2-cyclohexylethyl, 1,1-difluoro-2- phenylethy1, 1,1-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1,1-difluoro-3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1,1-difluoropropyl, 1,1-difluorobutyl, 1,1-difluoropentyl, benzyl, 2-phenylethy1, 1,1-difluoro-3-phenylpropy1, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl,

3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein R^ is an acidic group selected from CO2H and

H

I

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula VI consists of the following compounds:

4-[4-[ (l-propyl-3-ethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (1,3-dipropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-propyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-propyl-3-butyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-prcpyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-propyl-3-pentyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-3-ρyridinecarboxylic acid; 4-[4-[ (l-propyl-3-isopentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylie acid;

4-[4-[ (l-ρropyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4- [4- [ (l-ρropyl-3-cyclohexyl-methyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-propyl-3- (2-cyclohe^lethyl) -1H-1, 2, 4-triazol- 5-yl] methyl] phenyl] -3-ρyridineca-±oxylic acid; 4- [4- [ (l-ρropyl-3-ρhenyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridineca-dooxylic acid; 4- [4- [ (l-proρyl-3-phenylκethyl-lH-l, 2 _r 4-triazol-5- yl) methyl] phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-propyl-3- (2-ρhenylethyl) -1H-1, 2, 4-triazol-5- yl ] methyl ] phenyl ] -3-pyridinecarboxylic acid;

4- [4- [ (l-propyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-ρropyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyrid-meca-dooxylic acid; 4- [4- [ (l-ρropyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl ) itethyl ] phenyl ] -3-pyridinecarboxylic acid; 4- [4- [ [l-propyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] ethyl] phenyl] -3-pyridineca-rbox lic acid; 4- [4- [ [l-propyl-3- (1, 1-dimetho-^propyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinecarbo-^lic acid; 4- [4- [ [l-proρyl-3- (1, -1H-1, 2, 4-triazol- 5-yl]methyl]ρhenyl] -3-pyridineca2-boxylic acid; 4- [4- [ [l-propyl-3- (1, 1-dimethoxyρentyl) -1H-1, 2, 4- triazol-5-yl ] methyl ] phenyl ] -3-ρyridinecarboxylic acid; 4- [ 4- [ [ l-propyl-3- ( 1-oxopropyl ) -1H-1 , 2 , 4-t riazol-5- yl ] methyl ] phenyl ] -3-ρyridinecarboxylic acid; 4- [4- [ [l-ρropyl-3- (1-oxobutyl) -lH-1,2, 4-triazol-5- yl]methyl]phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-propyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -3-ρyridinecarboxylic acid;

4- [4- [ [l-ρropyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4-triazol- 5-yl]methyl]phenyl] -3-pyridinecarboxylic acid; 4- [4- [ (l-butyI-3-πethyl-lH-l, 2, 4-triazol-5- yl ) itethyl ] phenyl ] -3-pyridinecarboxylic acid; 4- [4- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinecarboxylic acid;

4-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-ρyridinecarboxylic acid; 4-[4-[ (1,3-dibutyl-lH-l,2,4-triazol-5-yl)itethyl]phenyl]- 3-pyridinecarbox'lic acid;

4-[4-[ (l-butyl-3-secbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinecarboxylic acid; 4-[4-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-isopentyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-3-pyridinecarbo_>^lic acid; 4-[4-[ (l-butyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyriclinecarboxylic acid; 4-[4-[ (l-butyl-3-cyclohexy-brtethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecaιboxylic acid; 4-[4-[ (l-butyl-3-phenylιtethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-butyl-3-(2-phenylethyl)-lH-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ [l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-butyl-3-(l-oxo-2-phenylethyl)-1H-1,2, -triazol- 5-yl] ethyl]phenyl]-3-pyridinecarboxylie acid;

4- [4- [ [l-butyl-3- (1, 1-dimethoxypropyl) -1H-1, 2, 4-triazol- 5-yl] methyl] phenyl] -3-pyridinecaι-bo-^lic acid; 4- [4- [ [l-butyl-3- (1, l-ddi-ethoxybutyl) -1H-1, 2, 4-triazol- 5-yl] methyl] phenyl] -3-pyridinecaιboxylic acid; 4- [4- [ [l-butyl-3- (1, 1-d-ιtethoxypentyl) -1H-1, 2, 4-triazol- 5-yl]methyl]phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-butyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -3-pyridinecarboxylic acid; 4- [4- [ [l-butyl-3- (1-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -3-pyridinecarboxylic acid;

4- [4- [ [l-butyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] ethyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[[l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-pentyl-3-ιtethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-ρentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ (l-ρentyl-3-proρyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ (l-pentyl-3-isoρropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5- yl ) methyl ] phenyl ] -3-pyricHnecarboxylic acid; 4- [ 4- [ (l-pentyl-3-secbutyl-lH-l, 2 _r 4-triazol-5- yl) methyl] phenyl] -3-pyridinecarboxylic acid;

4- [4- [ (l-pentyl-3-isobutyl-lH-l, 2, -triazol-5- yl) methyl] phenyl] -3-pyridinecarboxylic acid;

4- [4- [ (l-pentyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyricϋnecarboxylic acid;

4- [4- [ (1, 3-dipentyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl]-3-pyridinecarbo^lic acid; _.

4-[4-[ (l-ρentyl-3-isoρentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-pentyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ (l-pentyl-3-cyclohexy-l-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-pentyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ (l-pentyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl] ethyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ (l-pentyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- ^' triazol-5-yl]methyl]phenyl]-3-pyridinecartooxylic acid; 4-[4-[ (l-pentyl-3-benzoyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(1,1-d-iJtethoxyρropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(1,1-diιtethoxybutyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(1,1-diιtethoxyρentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(1-oxoρropyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyricUnecarboxylic acid; 4-[4-[ [l-pentyl-3-(1-oxobutyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid; 4-[4-[ [l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinecarboxylic acid;

4-[4-[ [l-pentyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-yl]itethyl]phenyl]-3-pyridinecarboxylic acid; 5-[4-[4-[ (l-butyl-3-πethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-isoρropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (1,3-dibutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (i-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinyl]-IH-tetrazole;

5-[4-[4-[ (i-butyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-pentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-isopentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-cyclohexylπethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2 _r 4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-ρhenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-phenylnethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]πethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-methyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-ethyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (1,3-dipropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-isopropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-ρropyl-3-butyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-pentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-propyl-3-isopentyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-cyclohexylmethyl-lH-l, 2,4-triazol- 5-yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-propyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-phenyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-ρrppyl-3-phenylι-ethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-propyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [i-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl] ethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-propyl-3-benzoyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[ -[4-[ [l-propyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl] ethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-propyl-3-(1,1-diιtethoxyρropyl)-1H-1,2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-propyl-3-(1,l-dirtethoxybutyl)-1H-1, 2, - triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5- [4- [4- [ [i-propyl-3- (1, -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-ρropyl-3- (1-oxopropyl) -1H-1, 2 _r 4-triazol-5- yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-ρropyl-3- (l-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-propyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl]methyl]phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-propyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-ρyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-πethyl-lH-l, 2, 4-triazol-5- yl)πethyl]phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-propyl-lH-l, 2, 4-triazol-5- yl)πethyl]phenyl] -3-ρyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (i _f 3-dibutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [4- [4- [ (l-butyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl_] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-pentyl-lH-l,2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl]ρhenyl] -3-pyridinyl] -IH-tetrazole;

5- [4- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-butyl-3-cyclohexylmethyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [ 4- [ 4- [ [ l-butyl-3- (2-cyclohexylethyl) -1H-1, 2 , 4- triazol-5-yl]methyl]phenyl] -3-pyridinyl] -IH-tetrazole;

5-[4-[4-[ (l-butyl-3-phenyl-lH-l,2,4-triazol-5- yl) ethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-phenylιtethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-ρyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-benzoyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(l-oxo-2-ρhenylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1,1-dimethoxyρropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1,1-dimethoxybutyl)-1H-1, 2, - triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1,l-di-methoxypentyl)-1H-1, 2,4- triazol-5-y1]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(l-oxobutyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-pentyl-3-methyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-pentyl-3-propyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-pentyl-3-isopropyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5- [4- [4- [ (l-pentyl-3-butyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-ρentyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl) methyl ] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-ρentyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) methyl] henyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-pentyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (i, 3-dipentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [4- [4- [ (l-pentyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) ethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (i-pentyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- " yl) methyl] phenyl] -3-ρyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-pentyl-3-cyclohexyl-τethyl-lH-l, 2, 4-triazol- 5-yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [i-pentyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (i-pentyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) methyl]phenyl] -3-pyridinyl] -IH-tetrazole;

5- [4- [4- [ (i-pentyl-3-ρheny-l-ι-ethyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [ l-pentyl-3- (2-ρhenylethyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -3-ρyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-ρentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [i-pentyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ (l-pentyl-3-benzoyl-lH-l, 2, -triazol-5- yl) methyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5- [4- [4- [ [l-pentyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-pentyl-3- (1, 1-diraethoxyρropyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -3-pyridinyl] -IH-tetrazole; 5- [4- [4- [ [l-ρentyl-3- (1, 1-dimethoxybutyl) -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -3-pyridinyl] -IH-tetrazole;

5-[4-[4-[ [l-pentyl-3-(1,1-diιtethoxypentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-ρyridinyl]-IH-tetrazole; 5-[4-[4-[[l-pentyl-3-(1-oxopropyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-pentyl-3-(l-oxobutyl)-1H-1, 2,4-triazol-5- yl]itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-pentyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ [l-pentyl-3-(1,1-difluorobutyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

A family of specific compounds of more particular interest within Formula VI consists of the following compounds: 5-[4-[4-[ (l-butyl-3-methyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-butyl-3-isoproρyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (1,3-dibutyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-pentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-isopentyl-lH-l, 2, -triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-cyclohexyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole;

5-[4-[4-[ (l-butyl-3-cyclohexyl-ttethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-ρyridinyl]-IH-tetrazole; 5-[4-[4-[[l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[(l-butyl-3-phenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-3-pyridinyl]-IH-tetrazole; 5-[4-[4-[ (l-butyl-3-ρhenylιtethyl-lH-l,2,4-triazol-5- yl)πethyl]phenyl]-3-pyridinyl]-IH-tetrazole; and 5-[4-[4-[[l-butyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-3-ρyridinyl]-IH-tetrazole.

Another subclass of compounds of Formula _, I which is of even more particular interest consists of those compounds of Formula VII

wherein m is one; wherein R ¹ is selected from methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, 4-methylbutyl, n-pentyl, neopentyl, phenyl, benzyl, phenethyl, cyclohexyl, cyclohexylmethyl, 2-butenyl, 3-butenyl, 2-butynyl, 3-butynyl and 2-hydroxybutyl; wherein R ² is selected from ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, 4-methylbutyl, n-pentyl, l-oxo-2- phenylethyl, l-oxo-2-cyclohexylethyl, 1, 1-difluoro-2- phenylethyl, 1, 1-difluoro-2-cyclohexylethyl, 2-cyclohexylethyl, 1, 1-difluoro-3-cyclohexylpropyl, 1,1-dimethoxybutyl, 1,1-difluoroethyl, 1,1-difiuoropropyl, 1,1-difluorobutyl, 1, 1-difluoropentyl, benzyl, 2-phenylethyl, 1,1-difluoro-3-phenylpropyl, cyclohexylmethyl, cyclohexanoyl, 1-butenyl, 2-butenyl,

3-butenyl, 1-butynyl, 2-butynyl, 3-butynyl, propylthio and butylthio; wherein R^ is an acidic group selected from CO2H and

or a tautomer thereof or a pharmaceutically-acceptable salt thereof.

A family of specific compounds of particular interest within Formula VII consists of the following compounds:

3-[4-[ (l-propyl-3-methyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-ethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridineca-dooxylic acid; 3-[4-[ (1,3-di-propyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-isopropyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-butyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-proρyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-isobutyl-lH-l,2, -triazol-5- yl) ethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-butyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-propyl-3-pentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[(l-propyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-ρyrid-mecarbo-^lic acid; 3-[4-[(l-ρropyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-ρyridinecaι-boxylic acid; 3-[4-[(l-proρyl-3-cyclohexy-lι-ethyl-lH-l _r 2 _r 4-triazol-5- yl)methyl]phenyl]-2-pyricα.necHrboxylic acid; 3-[4-[[l-prcpyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol- 5-yl]itethyl]phenyl]-2-ρyridinecs-dooxylic acid; 3-[4-[(l-propyl-3-phenyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[ (l-propyl-3-phenylιtethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyric&necarboxylic acid; 3-[4-[[l-propyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl] ethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[(l-propyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-ρyridinecarboxylic acid; 3-[4-[[l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-2-pyridineca-±)θxylic acid; 3-[4-[[l-propyl-3-benzoyl-lH-l, 2,4-triazol-5- yl]itethyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[[l-propyl-3-(l-oxo-2-phenylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1,1-dimethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1,1-dhιethoxybutyl)-1H-1, 2,4-triazol- 5-yl]itethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1,1-dimethoxyρentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[[l-propyl-3-(l-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1-oxopentyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-propyl-3-(1,1-difluorobutyl)-1H-1,2,4-triazol- 5-y1]methyl]phenyl]-2-pyridinecarbox ic acid;

3-[4-[ (l-butyl-3-ιτethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-ethyl-lH-l, 2, -triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-ρropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (1,3-cubutyl-lH-l,2,4-triazol-5-yl)itethyl]phenyl]- 2-pyridinecarboxylic acid;

3-[4-[ (l-butyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-pentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-isopentyl-iH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-cyclohexylπethyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-phenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[ (l-butyl-3-phenylιtethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-butyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-butyl-3-cyclohexanoyl-lH-l,2, -triazol-5- yl) ethyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[[l-butyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-butyl-3-benzoyl-lH-l,2,4-triazol-5- yl]methyl]phenyl]-2-ρyridinecarboxylic acid; 3-[4-[[l-butyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4-triazol- 5-yl]methyl]ρhenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-butyl-3-(1,l-dinethoxypropyl)-1H-1, 2,4-triazol- 5-yl]ιtethyl]phenyl]-2-pyrictLnecaι-boxylic acid; 3-[4-[[l-butyl-3-(1,1-di-ιethoxybutyl)-1H-1,2,4-triazol- 5-yl]itethyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[[l-butyl-3-(1,1-diι-ethoxypentyl)-1H-1,2,4-triazol - 5-yl]itethyl]phenyl]-2-ρyridinecarboxylic acid; 3-[4-[[l-butyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-butyl-3-(l-oxobutyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-butyl-3-(1-oxopentyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[[l-butyl-3-(1,1-difluorobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-methyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-ρyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-secbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-ρyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyricHnecarboxylic acid; 3-[4-[ (l-pentyl-3-butyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[ (l-pentyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (1,3-dipentyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-isopentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-cyclohexylιtethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[[l-pentyl-3-(2-cyclohex lethyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-phenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ (l-pentyl-3-phenylmethyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-pentyl-3-(2-phenylethyl)-1H-1, 2, -triazol-5- yl]methyl]phenyl]-2-pyridine<_-arboxylic acid; 3-[4-[ (l-pentyl-3-cyclohexanoyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[ [l-pentyl-3-(l-oxo-2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarfc-oxylic acid; 3-[4-[ [l-pentyl-3-benzoyl-lH-l, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-pentyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-y1]methyl]phenyl]-2-pyridinecarbo-^lic acid; 3-[4-[[l-pentyl-3-(1,1-diιtethoxyρropyl)-1H-1,2,4- triazol-5-yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-ρentyl-3-(1,1-diιtethoxybutyl)-1H-1, 2, -triazol- 5-yl]methyl]phenyl]-2-pyridinecarboxylic acid;

3-[4-[ [l-pentyl-3-(1,1-dimethoxypentyl)-1H-1, 2,4- triazol-5-yl]itethyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-pentyl-3-(1-oxopropyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarboxylic acid; 3-[4-[ [l-ρentyl-3-(l-oxobutyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinecarbo-^ylic acid;

3- [4- [ [l-ρentyl-3- (1-oxoρentyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -2-pyridinecarboxylic acid;

3- [4- [ [l-pentyl-3- (1, 1-dif luorobutyl) -1H-1, 2, 4-triazol-

5-yl] methyl] phenyl] -2-pyrid-mec-arboxylic acid; 5- [3- [4- [ (l-propyl-3-i-tethyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2 -pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-propyl-3-ethyl-lH-l, 2 _T 4-triazol-5- yl) πethyl]phenyl] -2-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (1, 3-dipropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-propyl-3-isoρropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-propyl-3-butyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-secbutyl-lH-l, 2, 4-triazol-5- yl)methyl]phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-isobutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5- [3- [4- [ (l-proρyl-3-ρentyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-cyclohe^l-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-proρyl-3-cyclohexylraethyl-lH-l, 2, 4-triazol- 5-yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-proρyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-phenyl-lH-l, 2, -triazol-5- yl) itethyl] phenyl] -2-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-propyl-3-pheny---ιtethyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-propyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl] ethyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5-[3-[4-[ (l-propyl-3-cyclohexanoyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(l-oxo-2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl]itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-prσρyl-3-benzoyl-lH-l, 2,4-triazol-5- yl) ethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[[l-propyl-3-(l-oxo-2-phenylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-ρropyl-3-(1,l-di-rtethoxypropyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-proρyl-3-(1,l-diitethoxybutyl)-1H-1, 2,4- triazol-5-yl] ethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(1,1-diπethoxyρentyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(1-oxopropyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(l-oxobutyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-propyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5-[3-[4-[ [l-propyl-3-(1-difluorobutyl)-1H-1, 2,4-triazol- 5-yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-methyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-ethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-ρyridinyl]-IH-tetrazole; 5-[3-[4-[ (1,3-dibutyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-secbutyl-lH-l,2, -triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isobutyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5- [3- [4- [ (l-butyl-3-tertbutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-pentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [ 4- [ (l-butyl-3-isopentyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-cyclohexyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-cyclohexylmethyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5- [3- [4- [ [l-butyl-3- (2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-phenyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-phenyl-methyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (2-phenylethyl) -1H-1, 2, 4-triazol-5- yl]methyl]phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole;

5- [3- [4- [ [l-butyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (1, l-diirethoxypropyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (1, 1-diιtethoxybutyl) -1H-1, 2, 4- triazol-5-yl]methyl]phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (1, l-di-methoxypentyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -2-ρyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-butyl-3- (l-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5-[3-[4-[[l-butyl-3-(1-oxopentyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[[l-butyl-3-(1-difluorobutyl)-1H-1,2,4-triazol- 5-yl] ethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-methyl-lH-l, 2 ,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-ethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-propyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-pentyl-3-isopropyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-secbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-tertbutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (1,3-dipentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-isopentyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-cyclohexy-liiethyl-lH-l, 2,4-triazol- 5-yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-pentyl-3-(2-cyclohexylethyl)-1H-1,2,4- triazol-5-yl] ethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-pentyl-3-phenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-ρentyl-3-phenylmethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-pentyl-3-(2-phenylethyl)-1H-1,2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5- [3- [4- [ (l-pentyl-3-cyclohexanoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (l-oxo-2-cyclohexylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-pentyl-3-benzoyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (l-oxo-2-phenylethyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (1, l-diitethoxypropyl) -1H-1, 2, 4- triazol-5-yl] methyl ] phenyl] -2 -pyridinyl ] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (1, 1-diιtetho-^outyl) -1H~1, 2, 4- triazol-5-yl] methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (1, l-dimethoxypentyl) -1H-1, 2, 4- triazol-5-yl] methyl] phenyl] -2-pyr idinyl] -IH-tetrazole; 5- [3- [4- [ [l-ρentyl-3- (1-oxopropyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-ρentyl-3- (l-oxobutyl) -1H-1, 2, 4-triazol-5- yl] methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ [l-pentyl-3- (1-oxopentyl) -1H-1, 2, 4-triazol-5- yl] itethyl] phenyl] -2-pyridinyl] -IH-tetrazole; and

5- [3- [4- [ [l-pentyl-3- (1-dif luorobutyl) -1H-1, 2, 4-triazol- 5-yl] itethyl] phenyl] -2 -pyridinyl] -IH-tetrazole.

A family of specific compounds of more particular interest within Formula VII consists of the following compounds :

5- [3- [4- [ (l-butyl-3-methyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-ethyl-lH-l, 2, 4-triazol-5- yl) ethyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-propyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2 -pyridinyl] -IH-tetrazole; 5- [3- [4- [ (l-butyl-3-isopropyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole; 5- [3- [4- [ (1, 3-dibutyl-lH-l, 2, 4-triazol-5- yl) methyl] phenyl] -2-pyridinyl] -IH-tetrazole;

5-[3-[4-[ (l-butyl-3-secbutyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isobutyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-tertbutyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-ρentyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-isopentyl-lH-l,2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-butyl-3-cyclohexyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ (l-butyl-3-cyclohexylmethyl-lH-l, 2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole; 5-[3-[4-[ [l-butyl-3-(2-cyclohexylethyl)-1H-1, 2,4- triazol-5-yl]methyl]phenyl]-2-ρyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-butyl-3-phenyl-lH-l,2,4-triazol-5- yl)methyl]phenyl]-2-pyridinyl]-IH-tetrazole;

5-[3-[4-[ (l-butyl-3-pheny]itethyl-lH-l, 2,4-triazol-5- yl)itethyl]phenyl]-2-pyridinyl]-IH-tetrazole; and

5-[3-[4-[ [l-butyl-3-(2-phenylethyl)-1H-1, 2,4-triazol-5- yl]methyl]phenyl]-2-pyridinyl]-IH-tetrazole.

The term "hydrido" denotes a single hydrogen atom (H) . This hydrido group may be attached, for example, to an oxygen atom to form a hydroxyl group; or, as another example, one hydrido group may be attached to a carbon atom to form a «-— - group; or, as another example, two hydrido groups may be attached to a carbon atom to form a -CH2- group. Where the term "alkyl" is used, either alone or within other terms such as "haloalkyl" and "hydroxyalkyl", the term "alkyl" embraces linear or branched radicals having one to about twenty carbon atoms or, preferably, one to about twelve carbon atoms. More preferred alkyl

radicals are "lower alkyl" radicals having one to about ten carbon atoms. Most preferred are lower alkyl radicals having one to about five carbon atoms. The term "cycloalkyl" embraces cyclic radicals having three to about ten ring carbon atoms, preferably three to about six carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl. The term "haloalkyl" embraces radicals wherein any one or more of the alkyl carbon atoms is substituted with one or more halo groups, preferably selected from bromo, chloro and fluoro. Specifically embraced by the term "haloalkyl" are monohaloalkyl, dihaloalkyl and polyhaloalkyl groups. A monohaloalkyl group, for example, may have either a bromo, a chloro, or a fluoro atom within the group. Dihaloalkyl and polyhaloalkyl groups may be substituted with two or more of the same halo groups, or may have a combination of different halo groups. A dihaloalkyl group, for example, may have two fluoro atoms, such as difluoromethyl and difluorobutyl groups, or two chloro atoms, such as a dichloromethyl group, or one fluoro atom and one chloro atom, such as a fluoro-chloromethyl group. Examples of a polyhaloalkyl are trifluoromethyl, 1,1-difluoroethyl, 2,2,2-trifluoroethyl, perfluoroethyl and 2,2,3,3-tetrafluoropropyl groups. The term "difluoroalkyl" embraces alkyl groups having two fluoro atoms substituted on any one or two of the alkyl group carbon atoms. The terms "alkylol" and "hydroxyalkyl" embrace linear or branched alkyl groups having one to about ten carbon atoms any one of which may be substituted with one or more hydroxyl groups. The term "alkenyl" embraces linear or branched radicals having two to about twenty carbon atoms, preferably three to about ten carbon atoms, and containing at least one carbon-carbon double bond, which carbon-carbon double bond may have either cis or trans geometry within the alkenyl moiety. The term "alkynyl" embraces linear or branched radicals having two to about twenty carbon atoms, preferably two to about ten carbon atoms, and containing at

least one carbon-carbon triple bond. The term "cycloalkenyl" embraces cyclic radicals having three to about ten ring carbon atoms including one or more double bonds involving adjacent ring carbons. The terms "alkoxy" and "alkoxyalkyl" embrace linear or branched oxy-containing radicals each having alkyl portions of one to about ten carbon atoms, such as methoxy group. The term "alkoxyalkyl" also embraces alkyl radicals having two or more alkoxy groups attached to the alkyl radical, that is, to form monoalkoxyalkyl and dialkoxyalkyl groups. The

"alkoxy" or "alkoxyalkyl" radicals may be further substi¬ tuted with one or more halo atoms, such as fluoro, chloro or bromo, to provide haloalkoxy or haloalkoxyalkyl groups. The term "alkylthio" embraces radicals containing a linear or branched alkyl group, of one to about ten carbon atoms attached to a divalent sulfur atom, such as a methythio group. Preferred aryl groups are those consisting of one, two, or three benzene rings. The term "aryl" embraces aromatic radicals such as phenyl, naphthyl and biphenyl. The term "aralkyl" embraces aryl-substituted alkyl radicals such as benzyl, diphenylmethyl, triphenylmethyl, phenyl¬ ethyl, phenylbutyl and diphenylethyl. The terms "benzyl" and "phenylmethyl" are interchangeable. The terms "aryloxy" and "arylthio" denote radical respectively, aryl groups having an oxygen or sulfur atom through which the radical is attached to a nucleus, examples of which are phenoxy and phenylthio. The terms "sulfinyl" and "sulfonyl", whether used alone or linked to other terms, denotes respectively divalent radicals SO and S02- The term "aralkoxy", alone or within another term, embraces an aryl group attached to an alkoxy group to form, for example, benzyloxy. The term "acyl" whether used alone, or within a term such as acyloxy, denotes a radical provided by the residue after removal of hydroxyl from an organic acid, examples of such radical being acetyl and benzoyl.

"Lower alkanoyl" is an example of a more prefered sub-class

of acyl. The term "amido" denotes a radical consisting of nitrogen atom attached to a carbonyl group, which radical may be further substituted in the manner described herein. The amido radical can be attached to the nucleus of a compound of the invention through the carbonyl moiety or through the nitrogen atom of the amido radical. The term "alkenylalkyl" denotes a radical having a double-bond unsaturation site between two carbons, and which radical may consist of only two carbons or may be further substi- tuted with alkyl groups which may optionally contain additional double-bond unsaturation. The term "heteroaryl" embraces aromatic ring systems containing one or two hetero atoms selected from oxygen, nitrogen and sulfur in a ring system having five or six ring members, examples of which are thienyl, furanyl, pyridinyl, thiazolyl, pyrimidyl and isoxazolyl. Such heteroaryl may be attached as a substituent through a carbon atom of the heteroaryl ring system, or may be attached through a carbon atom of a moiety substituted on a heteroaryl ring-member carbon atom, for example, through the methylene substituent of imidazolemethyl moiety. Also, such heteroaryl may be attached through a ring nitrogen atom as long as aromaticity of the heteroaryl moiety is preserved after attachment. For any of the foregoing defined radicals, preferred radicals are those containing from one to about ten carbon atoms.

Specific examples of alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, isopentyl, methylbutyl, dimethylbutyl and neopentyl. Typical alkenyl and alkynyl groups may have one unsaturated bond, such as an allyl group, or may have a plurality of unsaturated bonds, with such plurality of bonds either adjacent, such as allene-type structures, or in conjugation, or separated by several saturated carbons.

Compounds of Formula I have been found to inhibit the action of angiotensin II in mammals. Angiotensin II is a potent vasoconstrictor and participates in the formation of aldosterone which regulates sodium and water balance in mammals. Thus, compounds of Formula I are therapeutically useful in methods for treating hypertension by administering to a hypertensive patient a therapeutically-effective amount of a compound of Formula I. The phrase "hypertensive patient" means, in this context, a mammalian subject suffering from or afflicted by the effects of hypertension or susceptible to a hypertensive condition if not treated to prevent or control such hypertension.

Also included in the family of compounds of

Formula I are isomeric forms including diastereoisomers, regioisomers and the pharmaceutically-acceptable salts thereof. The term "pharmaceutically-acceptable salts" embraces salts commonly used to form alkali metal salts and to form addition salts of free acids or free bases. The nature of the salt is not critical, provided that it is pharmaceutically-acceptable. Suitable pharmaceutically- acceptable acid addition salts of compounds of Formula I may be prepared from an inorganic acid or from an organic acid. Examples of such inorganic acids are hydrochloric, hydrobromic, hydroiodic, nitric, carbonic, sulfuric and phosphoric acid. Appropriate organic acids may be selected from aliphatic, cycloaliphatic, aromatic, araliphatic, heterocyclic, carboxylic and sulfonic classes of organic acids, example of which are formic, acetic, propionic, succinic, glycolic, gluconic, lactic, malic, tartaric, citric, ascorbic, glucuronic, maleic, fumaric, pyruvic, aspartic, glutamic, benzoic, anthranilic, p-hydroxybenzoic, salicyclic, phenylacetic, mandelic, embonic (pamoic) , methansulfonic, ethanesulfonic, 2-hydroxyethanesulfonic, pantothenic, benzenesulfonic, toluenesulfonic, sulfanilic,

mesylic, cyclohexylaminosulfonic, stearic, algenic, β-hydroxybutyric, malonic, galactaric and galacturonic acid. Suitable pharmaceutically-acceptable base addition salts of compounds of Formula I include metallic salts made from aluminium, calcium, lithium, magnesium, potassium, sodium and zinc or organic salts made from N,N'- dibenzylethylenediamine, chloroprocaine, choline, diethanolamine, ethylenediamine, meglumine (N-methylgluca- mine) and procaine. All of these salts may be prepared by conventional means from the corresponding compound of

Formula I by reacting, for example, the appropriate acid or base with the compound of Formula I.

general Synthetic Procedures

The compounds of the invention can be synthesized according to the following procedures of Schemes I-XI, wherein the R substituents are as defined for Formula I, above, except where further noted.

Scheme I

1. n-BuLi, THF, -78° C

2. B(OCH ₃ ) ₃

3. H _s O ⁺

[R ⁵ = CON(CH ₃ )C(CH ₃ ) ₃ ]

Synthetic Scheme I shows the preparation of the boronic acid 1 where R ⁵ equals N-tertbutyl-N- methylcarboxamide. In step 1, benzoic acid is treated with thionyl chloride to give the corresponding acid chloride which is subsequently reacted with N-tertbutyl-N- methylamine to give N-tertbutyl-N-methylbenzamide. In step 2, the amide is ortho-metalated and subsequently reacted with trimethyl borate. The free boronic acid 1 is produced on hydroylsis.

Scheme II

C ₂ H ₅ ) ₃

[R ⁵ = CN ₄ C(C ₆ H ₅ ) ₃ ]

Synthetic Scheme II shows the preparation of the boronic acid 1 where R ⁵ equals N-triphenylmethyl-lH- tetrazole. In step 1, 2-bromobenzonitrile (Aldrich) is reacted with trimethyltin azide to give the corresponding tetrazole. In step 2, the tetrazole is reacted with triphenylmethyl chloride in the presence of triethylamine to give the protected bromophenyltetrazole. In step 3, halogen-metal interchange with n-butyllithium generates the corresponding ortho-lithiated species which is reacted with trimethyl borate. The free boronic acid 1 is produced on hydrolysis.

Scheme III

R^CHO, CH ₂ C1, MgS0 ₄

Synthetic Scheme III shows the regiospecific preparation of N -monoalkylsubstituted hydrazides 2. In step 1, hydrazine is reacted with a methyl ester to give the corresponding unsubstituted hydrazide. In step 2, the hydrazide is reacted with the appropriate aldehyde to give the corresponding imine. In step 3, the imine is reduced with sodium borohydride to give the desired N ² -substituted hydrazide 2.

Scheme IV

H ₂ 0

Synthetic Scheme IV shows the preparation of 5-(2-pyridinyl)methyl-lH-l,2,4-triazoles .3 from 2-picoline (Aldrich) . In step 1, 2-picoline is reacted with bromine in the presence of a large excess of aluminum chloride at elevated temperatures to give 5-bromo-2-picoline (A) . In step 2, 1 is reacted with NBS to give the 2-pyridinylmethyl bromide -5. In step 3, ϋ is reacted with potassium cyanide to give the 2-pyridinylacetonitrile £. In step 4, £ is reacted with hydrogen chloride and ethanol to give the imidate ester hydrochloride which is subsequently converted to the free imidate ester 2 on treatment with ammonia at low temperatures. In step 5, the imidate 1 is reacted with hydrazide 2 (Scheme III) to give the bromotriazole £. In step 6, the bromotriazole £ is reacted with the boronic acid 1 (Scheme II) in the presence of a palladium zero catalyst via a Snieckus coupling [see M. J. Sharp and V. Snieckus, Tetrahedron Lett.. 5997 (1985)] to give the angiotensin II antagonists 3 of the invention.

Scheme V

Snieckus coupling

Synthetic Scheme V shows the preparation of 5-(3-pyridinyl)methyl-lH-l,2,4-triazoles _2 from 2-amino-5- picoline (Aldrich) . In step 1, 2-amino-5-picoline is reacted with bromine in the presence of hydrobromic acid and sodium nitrite at 0°C to give 2-bromo-5-picoline (1-Q.) . In step 2, Jϋ is reacted with NBS to give the 3- pyridinylmethyl bromide 11. In step 3, 11 is reacted with potassium cyanide to give the 3-pyridinylacetonitrile 1 . In step 4, 12 is reacted with hydrogen chloride and ethanol to give the imidate ester hydrochloride which is subsequently converted to the free imidate ester 12 on treatment with ammonia at low temperatures. In step 5, the imidate 12. is reacted with the hydrazide 2 (Scheme III) to give the bromotriazole 14. In step 6, the bromotriazole 14 is reacted with the boronic acid 1 (Scheme II) in the presence of a palladium zero catalyst via a Snieckus coupling [see M. J. Sharp and V. Snieckus, Tetrahedron Lett. _r 5997 (1985) ] to give the angiotensin II antagonists __ of this invention.

Scheme VI

1. SOCl ₂

2. HN(CH ₃ )C(CH ₃ ) ₃

C

15 16

[R ⁵ = CON(CH ₃ )C(CH ₃ ) ₃ J [R ⁵ = CON(CH ₃ )C(CH ₃ ) ₃ ]

Synthetic Scheme VI shows the preparation of the 4-bromopyridine coupling reagent IS [R ⁵ = CON(CH3)C(CH3) 3] and the 2-bromopyridine coupling reagent __& [R ⁵ = CON(CH3)C(CH3) 3] from nicotinic acid. In step 1, N-tertbuty-N-methylnicotinamide is prepared from nicotinoyl chloride and N-tertbutyl-N-methylamine. In step 2, ortho-metalalion with sec-butyllithium gives a mixture of regioanions which are reacted with trimethylsilyl chloride; subsequent conversion to the corresponding bromides on treatment with bromine in acetic acid and separation of the regioisomers by chromatography provides _\__i and If. ■

Scheme VII

1. SOCl ₂

2. HN(CH ₃ )C(CH ₃ ) ₃

1. sec-BuLi, TMEDA, THF, -78° C

2. (CH ₃ ) ₃ Si-Cl

3. Br ₂ , AcOH

₃

17 [R ⁵ = CON(CH ₃ )C(CH ₃ ) ₃ j

Synthetic Scheme VII shows the preparation of the 3-bromopyridine coupling reagent 11

[R ⁵ = CON(CH3)C(CH3) 3] from isonicotinic acid. In step 1, N-tertbutyl-N-methylisonicotinamide is prepared from isonicotinoyl chloride and N-tertbutyl-N-methylamine. In step 2, reaction with sec-butyllithium gives the ortho-lithiated species which is reacted with trimethylsilyl chloride; subsequent conversion to the corresponding bromide on treatment with bromine in acetic acid provides 11 .

Scheme VIII

1. SOCl ₂

2. HN(CH ₃ )C(CH ₃ ) ₃

₃

1. sec-BuLi, TMEDA, THF, -78° C

2. (CH ₃ ) ₃ Si-Cl

3. Br ₂ , AcOH

18 [R ⁵ = CON(CH ₃ )C(CH ₃ ) ₃ }

Synthetic Scheme VIII shows the preparation of the 3-bromopyridine coupling reagent _____ [R ⁵ = CON(CH3)C(CH3) 3] from picolinic acid. In step 1, N-tertbutyl-N-methylpicolinamide is prepared from picolinoyl chloride and N-tertbutyl-N-methylamine. In step 2, reaction with sec-butyllithium gives the ortho-lithiated species which is reacted with trimethylsilyl chloride; subsequent conversion to the corresponding bromide on treatment with bromine in acetic acid provides 23. .

Scheme IX

Synthetic Scheme IX shows the preparation of the triazole boronic acid coupling reagent 1-2 from 4-bromophenylacetonitrile (Aldrich) . In step 1, reaction with hydrogen chloride and ethanol in ether at 0°C produces the imidate ester hydrochloride which is subsequently converted to the free imidate ester 2Q on treatment with ammonia at low temperatures. In step 2, the imidate ester 20 is reacted with the hydrazide 2 (Scheme III) to give the bromotriazole 21- In step 3, halogen-metal interchange with n-butyllithium generates the corresponding lithiated species which is reacted with trimethyl borate. The free triazole boronic acid coupling reagent 23. is produced on hydrolysis.

Synthetic Scheme X shows the preparation of 5-(pyridinylphenyl)methyl-lH-l,2,4-triazoles 22/ 22/ 24 and 25 from the common triazole boronic acid JL2 (Scheme IX) and the corresponding bromo coupling reagents 13 (Scheme VIII) , 1-5 (Scheme VI) , 12 (Scheme VII) , and 1£ (Scheme VI) , respectively. The boronic acid 12. is reacted with the bromo coupling reagents 1£, 15, 12 and lϋ in the presence of a palladium zero catalyst via a Snieckus coupling [see M. J. Sharp and V. Snieckus, Tetrahedron ______£__., 5997 (1985)] to give the angiotensin II antagonists 22, 22, 24, and 25, respectively, of this invention.

Scheme XI

R-C-

28

1. KOH, Δ

2. H ₃ 0 ⁺

P(C ₆ H ₅ ) ₃ II 1. (COCl) ₂

R— CN R-C-NH ₂ R-C-OH

CC1 ₄ , 50 ° C 2. NH ₃

32 31 26

(CH ₃ ) ₃ SnN _3> xylene, Δ

N-N

R— ^ ,N

N I H

27

Synthetic Scheme XI shows the preparation of carboxylic acid analogs 23 and IH-tetrazole analogs 22 from analogs which have R ⁵ = CON(CH3)C(CH3) 3. In step 1, the N-tertbutyl-N-methylamide analog 23 is reacted with trifluoroacetic acid at reflux to give the N-methylamide 22. In step 2, the N-methylamide 22 is reacted with sodium nitrite in acetic anhydride/acetic acid at 0°C to give the corresponding N-methyl-N-nitrosoamide 2---. In step 3, the N-methyl-N-nitrosoamide Q. is hydrolyzed in base to give the corresponding carboxylic acid angiotensin II antagonists of this invention. In step 4, the acid analog 26 is reacted with oxalyl chloride and subsequently with anhydrous ammonia to give the primary amide 21. In step 5, the amide 21 is reacted with triphenylphosphine in carbon tetrachloride at 50°C to give the corresponding nitrile 32. In step 6, the nitrile 22 is reacted with trimethyltin azide in xylene at reflux to provide the IH-tetrazole angiotensin II antagonists of this invention.

Scheme XII

O

ONHNH ₂

or- CONHNH

Synthetic Scheme XII shows the synthesis of 3-(2-thienyl)acrylic acid hydrazide and 3-(2-thienyl) propanoic acid hydrazide from 3- (2-thienyl)acrylic acid (Aldrich) . In step 1, the mixed anhydride was generated by the action of isobutylchloroformate in THF at 0°C in the presence of triethylamine; subsequent reaction with anhydrous hydrazine gave the hydrazide. Moreover, hydrogenation of 3-(2-thienyl)acrylic acid gave 3- (2- thienyl)propanoic acid which was treated with oxalyl chloride to give the corresponding acid chloride; subsequent reaction with anhydrous hydrazine gave the hydrazide.

Scheme XIII

CF ₃ C0 ₂ H,Δ

O O

II HCl, Δ II R-F ₂ C-C-OH R-F ₂ C-C— N-CH ₃

H

1. (COCI.2

2. NH ₂ NH ₂

O

II

R-F ₂ C-C-N-NH ₂

H

Synthetic Scheme XIII shows the synthesis of a series of α,α-difluorocarboxylic acid hydrazides from N-methyl-N-tertbutyl difluoroacetamide which was prepared from difluoroacetic anhydride and N-methyl-N- tertbutylamine. In step 1, the enolate was generated by the action of lithium diisopropylamide (IDA) in THF at -78°C. The anion was subsequently reacted with the appropriate alkylating reagent, e.g., methyl iodide, ethyl iodide, propyl iodide, etc., to give the corresponding alkylated amide. Reaction with anhydrous trifluoroacetic acid (TFA) at reflux gave the corresponding N-methyl amide which was hydrolyzed to the corresponding carboxylic acid by 6N HCl at reflux. The α, α-difluorocarboxylic acid was converted to the corresponding hydrazide by treating the acid chloride with anhydrous hydrazine.

Scheme XIV

O O O O

H,C

II II H-N(CH ₃ )C(CH ₃ ) ₃ \ II II

Cl— C-C-OCH, N-C-C-OCH ₃

/

(CH ₃ ) ₃ C

NH ₂ NH

Synthetic Scheme XIV shows the synthesis of N-methyl-N-tertbutyloxalic acid hydrazide from methyl oxalyl chloride (Aldrich) . In step 1, the acid chloride was reacted with N-methyl-N-tertbutylamine in THF at 0°C to give the corresponding amide ester. Subsequent reaction of the amide ester with anhydrous hydrazine in methanol gave N-methyl-N-tertbutyloxalylic acid hydrazide.

Scheme XV

1. Li-N[CH(CH ₃ ) ₂ ]2 O THF, -78° II

H-C(OCH ₃ ) ₂ — C-OCH ₃ R-C(OCH ₃ ) ₂ — C-OCH ₃

2. R-X

NH ₂ NH ₂

R-C(OCH ₃ ) ₂ — C-N-NH ₂ H

Synthetic Scheme XV shows the synthesis of a series of α,α-dimethoxycarboxylic acid hydrazides from methyl dimethoxyacetate (Aldrich) . In step 1, the enolate was generated by the action of IDA in THF at -78° C. The anion was subsequently reacted with the appropriate alkylating reagent, e.g., methyl iodide, ethyl iodide, propyl iodide, etc., to give the corresponding alkylated ester. Reaction of the alkylated ester with anhydrous hydrazine in methanol gave the corresponding α,α- dimethoxycarboxylic acid hydrazide.

Scheme XVI

R-

Coupling Coupling

35

Synthetic Scheme XVI shows the synthesis of the 5-(2-pyridinyl)methyl-lH-l,2,4-triazoles 2 from the free imidate ester 2 (Scheme IV) and the appropriate unsubstituted hydrazide (Schemes III, XII, XIII, XIV, and XV) . In step 1, the free imidate ester 2 was reacted with the appropriate unsubstituted hydrazide to give the disubstituted triazole 2 . Alkylation of the anion of 33 _f generated by NaH in DMF, gave a mixture of regioisomers 3 and 24. This mixture was either separated by chromatography to give pure 3 which is coupled with the boronic acid 1 (Scheme II) to give the angiotensin II antagonists 2 of this invention, or was coupled with 1, as

^• is. Subsequent separation of the coupled regioisomers likewise gave the angiotensin II antagonists 2 of this invention.

Scheme XVII

s Coupling

38

Synthetic Scheme XVII shows the synthesis of the 5-(3-pyridinyl)methyl-lH-l,2,4-triazoles 2 from the free imidate ester 12 and the appropriate unsubstituted hydrazide (Scheme III, XII, XIII, XIV, and XV) . In step 1, the free imidate ester 12 was reacted with the appropriate unsubstituted hydrazide to give the disubstituted triazole 23. Alkylation of the anion of 23, generated by NaH in DMF, gave a mixture of regioisomers 14 and 22. This mixture was either separated by chromatography to give pure 14 which was coupled with the boronic acid 1 (Scheme II) to give the angiotensin II antagonists 2 of this invention, or was coupled directly with 1, as is. Subsequent separation of the coupled regiosomers likewise gave the angiotensin II antagonists 2 of this invention.

The following Examples are a detailed descriptions of the methods of preparation of compounds of Formula I. This detailed preparation falls within the scope of, and serves to exemplify, the above described General Synthetic Procedures which form part of the invention. This Example is presented for illustrative purposes only and is not intended as a restriction on the scope of the invention. All parts are by weight unless otherwise indicated.

Example 1

5-[2-[5-[(l,3-dibutyl-lH-l,2,4-triazol-5-yl)methyl]-2-pyr idinyl]phenyl]- lH-tetrazole

Step 1: Preparation of 7- .N-triphenγlmethvltetrazol-5- yDphenylborgnic acid.

A 64 g (350 mmol) sample of 2-bromobenzonitrile (Aldrich) was dissolved in 650 mL of xylene and treated with 22.75 g (350 mmol) of sodium azide and 95 mL (350 mmol) of tributyltin chloride at reflux for 48 h. The reaction was filtered; the filtrate was treated with 50 mL of anhydrous tetrahydrofuran (THF) and 20 g (550 mmol) of hydrogen chloride. The reaction was stirred for 2 In¬ filtration gave 59.6 g (76%) of 5- (2-bromophenyl) -IH- tetrazole: mp 178-180°C; NMR (DMSO-d6) δ 7.50-7.64 ( , 2H) , 7.67-7.74 (m, 1H) , 7.83-7.91 (m, 1H) . A 41.8 g (187 mmol) sample of this material was dissolved in 650 mL of methylene chloride and treated with 55.5 g (193 mmol) of triphenylmethyl chloride and 30 mL (220 mmol) of anhydrous triethylamine. The reaction was allowed to stir overnight at reflux, cooled to ambient temperature, washed with water, dried (MgSO ) , and concentrated in vacuo.

Recrystallization from toluene/hexane gave 80.7 g (92%) of N-triphenylmethyl-5-(2-bromophenyl)-IH-tetrazole: mp 160- 162°C; NMR (CDCI3) δ 7.14-7.21 (m, 6H) , 7.26-7.45 (m, 11H) , 7.70 (dd, J=8 and 1.5 Hz, 1H) , 7.89 (dd, J=7.5 and 2 Hz, 1H) . A 34.05 g (73.0 mmol) sample of this material was dissolved in 1700 mL of THF under a nitrogen atmosphere and treated with 73 mmol of n-butyllithium in hexane. The reaction was allowed to stir for 17 min and then was treated with 24.9 mL (220 mmol) of trimethyl borate. The reaction was allowed to come to ambient temperature overnight while stirring, quenched with 10 mL of methanol, and concentrated in vacuo. The residue was dissolved in 1M .NaOH and extracted with toluene to remove any unreacted starting material. The pH was adjusted to 6 with 6M HCl and the product extracted with toluene and dried (MgSθ4) .

Hexane was added and the solution kept ^' in the freezer overnight. Filtration provided 31.3 g (99%) of 2-(N- triphenylmethyl-tetrazol-5-yl)phenylboronic acid: NMR

(CDCI3) δ 7.13-7.21 (m, 7H) , 7.33-7.42 ( , 8H) , 7.49-7.55 (m, 2H), 8.15-8.19 (m, 1H) , 8.21-8.26 (m, 1H) .

Step 2: Preparation of N-2-butyl valeric acid hydrazide.

To a solution of 400 g (3.44 mol) of valeric acid hydrazide (Lancaster Synthesis) in 3000 mL of dichloromethane under a nitrogen atmosphere, was added 250 g (2 mol) of anhydrous magnesium sulfate and 310 g (3.88 mol) of butyraldehyde. The reaction was stirred at ambient temperature for 17 h, filtered, and concentrated in vacuo providing 613 g of nearly colorless solid: mp 66.5-68.0°C; NMR (CDCI3) δ 0.97 (t, J=7Hz, 3H) , 0.92 (t, J=7Hz, 3H) , 1.31-1.46 (m, 2H) , 1.48-1.73 (m, 4H) , 2.19-2.28 (m, 2H) , 2.62 (t, =7Hz, 2H) , 7.14 (t, J=6Hz, 1H) , 9.18 (br s, 1H) . This material was dissolved in 3000 mL of ethanol and cooled to 0°C in an ice bath prior to the addition of 130.1 g (3.44 mol) of sodium borohydride. The reaction was

maintained at 0°C for 3 h and then allowed to slowly warm to ambient temperature overnight. The volatiles were removed in vacuo and the residue dissolved in 1500 mL of water and continuously extracted with ether/dichloromethane (1:1) overnight. The extracts were dried (Na2SO-ι) and concentrated in vacuo to give 549 g (93%) of colorless N ² - butyl valeric acid hydrazide: mp 66.0-67.5°C; NMR (CDCI3) δ 0.92 (t, J=7Hz, 6H), 1.17-1.52 (m, 6H) , 1.56-1.69 (m, 2H) , 2.14 (t, J=7Hz, 2H), 2.82 (t, J=7Hz, 2H) .

Step 3: Preparation of 2-bromo-5-picoline.

A solution of 1500 mL (14 mol) of 48% hydrobromic acid was cooled to 10°C and 300 g (2.8 mol) of 2-amino-5-picoline (Aldrich) was added slowly. The solution was maintained at or below 0°C while 450 mL (8.8 mol) of bromine was added dropwise. After the bromine addition was complete, a solution of 500 g (7.3 mol) of sodium nitrite in 1000 mL of water was added slowly over 6 h. The reaction pH was adjusted by the careful addition of 1500 mL (56 mol) of 50% sodium hydroxide at such a rate that the temperature was maintained below 30°C. The product precipitated from the nearly colorless reaction mixture; filtration gave 450 g (94%) of 2-bromo-5-picoline as a yellow powder: mp 38-40°C; NMR 7.27 (s, IH) , 7.28 (s, IH) , 7.12 (br s, IH) .

Step 4: Preparation of 2-bromo-5-romomethylpyridine.

A solution of 296.3 g (1.72 mol) of 2-bromo-5- picoline from step 3 in 6 L of carbon tetrachloride was treated with 306.5 g (1.72 mol) of N-bromosuccinimide (NBS) and 28.3 g 173 mmol) of azobisisobutyronitrile (AIBN) . The reaction was stirred at reflux under nitrogen for 3 h, filtered, and concentrated in vacuo providing 476 g of crude 2-bromo-5-bromomethylpyridine as a brownish yellow

solid (NMR indicates that this material is only 60% monobromomethyl product): NMR (CDCI3) δ 4.42 (s, 2H) , 7.48 (d, J=9Hz, IH), 7.60 (dd, -1=9 and 3Hz, IH) , 8.37 (d, J=3Hz, IH) .

Step 5: Preparation of 2-bromo-5-cγanomethvl-pyridin .

The 476 g of crude 2-bromo-5-bromomethylpyridine from step 4 was dissolved in 4000 mL of dimethylformamide (DMF) /water (7:1) and treated with 168 g (2.58 mol) of potassium cyanide. The reaction was allowed to stir at ambient temperature for 72 h, concentrated in vacuo . and partitioned between ethyl acetate and water; the organic layer was washed with water, washed with brine, dried (MgSθ4) , and reconcentrated in vacuo to provide the crude nitrile. Purification by silica gel chromatography (Waters Prep-500A) using ethyl acetate/hexane (25:75) gave 109 g (32% from 2-bromo-5-picoline) of 2-bromo-5- cyanomethylpyridine as a yellowish orange solid: mp 55.5- 57.5°C; NMR (CDCI3) δ 3.74 (s, 2H) , 7.54 (d, J=8Hz, IH) ,

7.59 (dd, J=8 and 2 HZ, IH) , 8.35 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 199 (85), 197 (100) .

Step 6: Preparation of ethyl imino (2-bromopyr-id n-5- yl)acetate.

Under nitrogen, 299 mL (4.20 mol) of acetyl chloride was added dropwise to a solution of 299 mL (5.11 mol) of absolute ethanol and 400 mL of chloroform at 0°C. A solution of 72.0 g (370 mmol) of 2-bromo-5- cyanomethylpyridine from step 5 in 1100 mL of chloroform was added dropwise with stirring. Stirring was continued at 0°C for 4 h and the reaction was allowed to come to ambient temperature overnight. The reaction was diluted with 2500 mL of anhydrous ether and stirring was continued for an additional 2 h. The precipitated imidate hydrochloride salt was collected by filtration in a glove bag under nitrogen and washed with anhydrous ether. Under nitrogen, a mechanically stirred suspension of this material in 3500 mL of anhydrous ether at

-78°C was treated with 36 g (2.1 mol) of anhydrous ammonia. The reaction was allowed to slowly warm to ambient temperature overnight and the ammonium chloride removed by filtration. The filtrate was concentrated in vacuo giving 78.7 g (89%) of crude ethyl imino (2-bromopyridin-5- yl)acetate as a brown oil: NMR (CDCI3) δ 1.29 (t, J=7Hz, 3H), 3.51 (s, 2H), 4.13 (q, J.=7Hz, 2H) , 7.43 (dd, 2=8 and 2Hz, IH), 7.48 (d, J=8Hz, IH) , 8.26 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 245 (100), 243 (90), 217 (35), 215 (38), 200 (5), 198 (5) .

Step 7: Preparation of 2-bromo-5-r (1,3-dibutyl-lH-l.2.4- triazpl-5-yl)methyl1 yridine.

Under nitrogen, a solution of 1.2 g (5 mmol) of imidate ester from step 6 and 850 mg (5 mmol) of N ² -butyl valeric acid hydrazide from step 2 in 25 mL of absolute methanol was stirred for 24 h at ambient temperature. The methanol was removed in vacuo and replaced with 25 mL of anhydrous toluene. The reaction vessel was equipped with a Dean-Stark trap and the reaction stirred at reflux for 48 h. Concentration in vacuo produced the crude product residue. Purification by silica gel chromatography (Waters Prep-500A) using ethyl acetate/hexane (60:40) gave 700 mg (40%) of 2-bromo-5-[(l,3-dibutyl-lH-l,2,4-triazol-5- yl)methylIpyridine as an oil: NMR (CDCI3) δ 0.88 (t, J=7Hz, 3H), 0.92 (t, J=7Hz, 3H) , 1.25-1.75 (m, 8H) , 2.67 (t, J=8Hz, 2H), 3.93 (t, J=7Hz, 2H) , 4.05 (s, 2H) , 7.43 (s, IH), 7.44 (s, IH), 8.27 (s, IH) ; MS (FAB) m/e (rel intensity) 353 (50), 351 (50), 297 (100), 295 (100), 215 (40), 160 (90), 158 (90), 138 (70).

Step 8: Preparation of 5-.2-r5-. (1.3-dibutyl-lH-l,2. - triazol-5-yl.methyl1-2-pyridinyl1phenyl-lH-tetrazole.

Under nitrogen, a solution of 700 mg (2.0 mmol) of 2-bromo-5-[ (1, 3-dibutyl-lH-l,2,4-triazol-5- yl)methyl]pyridine from step 7 and 180 mg (0.16 mmol) of

* * tetrahis (tri-phenylphosphine)palladium in 12 mL of toluene 5 and 3 mL of 2M sodium carbonate was treated with a solution of 1.12 g (2.6 mmol) of 2- (N-triphenylmethyltetrazol-5- yl)phenylboronic acid from step 1 in 3 mL of ethanol. The reaction was vigorously stirred at reflux for 17 h. The reaction was cooled to ambient temperature and three

10 immiscible phase separated; the middle phase contained the deprotected tetrazole product. Purification by reverse ^■ phase chromatography (Waters Deltaprep-3000) using isocratic acetonitrile/water (27:73) (0.05% TFA) gave 300 mg (28%) of colorless 5-[2-[5-[ (1,3-dibutyl-lH-l,2,4-

15 triazol-5-yl)methyl] -2-pyridinyl]phenyl-lH-tetrazole as the trifluoroacetic acid (TFA) salt after lyophilization: NMR (CDCI3) δ 0.93 (t, J=7Hz, 6H), 1.26-1.46 (m, 4H) , 1.67-1.89 (m, 4H) , 2.74 (t, J=8Hz, 2H) , 4.10 (t, J=7Hz, 2H) , 4.30 (S, 2H) , 7.43 (d, J=8Hz, IH) , 7.53-7.62 (m, 3H) , 7.74 (dd, J=8

20 and 2 Hz, IH) , 8.02-8.05 (m,. lH), 8.52 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 417 (100), 389 (75), 361 (20); HRMS. Calc'd for M+H: 417.2515. Found: 417.2516. A subsequent synthesis provided the free base. Recrystallization from ethyl acetate/cyclohexane gave a

25 colorless solid: mp 100-102°C; NMR (CDCI3) δ 0.89 (t,

J=8Hz, 3H) , 0.92 (t, J=7Hz, 3H) , 1.19-1.43 (m, 4H) , 1.65- 1.80 (m, 4H) , 2.67 (t, J=7Hz, 2H) , 3.99 (t, J=7Hz, 2H) , 4.15 (s, 2H), 7.27 (d, J=8Hz, IH) , 7.43-7.52 (m, 3H) , 7.64 (dd, J=8 and 2Hz, IH) , 7.87-7.90 (m, IH) , 8.47 (d, J=2Hz,

30 IH) . Anal . Calc ' d . for C23H28 8 : C, 66. 32; H, 6 .78; N, r 26. 90 . Found: C, 66.28 ; H, 6. 84 ; N, 26. 99 .

Example 2

5-[2-[5-[[1 -butyl-3-(2-phenylethyl)-1 H-1 ,2 ,4-triazol-5- yI]methyI]-2-pyridinyl]pheny.]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ [l-butyl-3-(2-phenylethyl)-1H-1,2, - triazol-5-yllmethyl]-2-pyridinyl]phenyl]-IH-tetrazole was synthesized; recrystallization from methylene chloride/ether gave a colorless solid: mp 121-123°C; NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) 1.24-1.32 (m, 2H) , 1.76-1.85 (m, 2H) , 3.04-3.13 (m, 4H) , 4.13 (t, J=7Hz, 2H) , 4.37 (s, 2H), 7.14-7.28 (m, 5H) , 7.49 (d, _J=8Hz, IH) , 7.52-7.63 (m, 3H), 7.80 (dd, J=8 and 2Hz, IH) ; MS (FAB) m/e (rel intensity) 465 (100), 437 (7), 409 (15); HRMS. Calc'd. for M+H: 465.2515. Found: 465.2478.

Example 3

5-[2-[5-[(1-butyl-3-propyl-1H-1,2,4-triazol-5- y l)m et hy l]-2 -pyridiny I] pheny I]- 1H -tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ (l-butyl-3-propyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole was synthesized as a colorless solid: mp 164-166°C; NMR (CDCI3) δ 0.83 (t, J=7Hz, 3H) , 0.91 (t, J=7Hz, 3H) , 1.63-1.80 (m, 4H) , 2.60

(t, J=7Hz, 2H), 3.93 (t, J=7Hz, 2H) , 4.11 (s, 2H) , 7.10 (d, J=8Hz, IH), 7.31-7.40 (m, 3H) , 7.54 (dd, J=8 and 2Hz) , 7.60

(d, J=7Hz, IH), 8.34 (d, J=2Hz, IH) ; ESMS m/e (rel intensity) 389(100); HRMS.

Calc'd. for M+H: 389.2202. Found 389.2267.

Example 4

5-[2-[5-[[1 -butyl-3-[2-(2-th ienyl) ethyl]- l H-1 ,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ [l-butyl-3-[2-(2-thienyl)ethyl]-1H- 1,2,4-triazole-5-yl]methyl-2-pyridinyl]phenyl]-IH-tetrazole was synthesized; recrystallization from ethyl acetate, cyclohexane gave a colorless solid: mp 116.5-118.0°C; NMR (CDCI3) δ 0.89 (t, J=7Hz, 3H), 1.20-1.32 (m, 2H) , 1.70-1.79 (m, 2H), 3.03-3.08 (m, 2H) , 3.25-3.31 ( , 2H) , 4.00 (t, J=7Hz, 2H), 4.13 (s, 2H) , 6.80-6.82 (m, IH) , 6.87-6.90 (m, IH), 7.08 (dd, J=5 and 1Hz, IH) , 7.29 (d, J=8Hz, IH) , 7.45-7.54 (m, 3H) , 7.61 (dd, J=8 and 2Hz, IH) , 7.92-7.95 (m, IH), 8.48 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 471(100), 443(80), 414(20), 235(20); HRMS. Calc'd. for M+H: 471.2079. Found: 471.2136.

Example 5

5-[2-[5-[[ 1 -butyl-3- [2- (2-thi enyl) eth enyl]- 1 H - 1 ,2 ,4-triazo l-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlines in Synthetic Scheme V, 5-[2-[5-[ [l-butyl-3-[2-(2-thienyl)ethenyl]-lH- 1,2,4-triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was synthesized as a colorless solid: mp 110°C (dec) ; NMR (CDCI3) δ 0.90 (t, J=7Hz, 3H), 1.23-1.37 ( , 2H) , 1.70-1.86 (m, 2H), 4.06 (t, J=7Hz, 2H) , 4.18 (s, 2H) , 6.85 (d, J=16Hz, IH), 7.01 (dd, J=5 and 4Hz, IH) , 7.17 (d, J=3Hz, IH), 7.23-7.26 (m, IH) , 7.48-7.63 (m, 4H) , 7.68 (d, iZ=16Hz, IH), 7.79 (dd, J=8 and 2Hz, IH) , 8.24 (dd, J=6 and 4Hz, IH), 8.69 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 469(70), 441(45), 413(12), 235(12); HRMS. Calc'd. for M+H: 469.1923. Found: 469.1957.

Example 6

5-[2-[5-[(1 -pentyl-3-butyl-1 H-1 ,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ (l-pentyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated as solid: NMR (CDCI3) δ 0.85 (t, >I=7Hz, 3H) , 0.94 (t, J=7Hz, 3H), 1.19-1.48 (m, 6H) , 1.66-1.87 (m, 4H) , 2.71 (t, J=7Hz, 2H), 4.02 (t, J=7Hz, 2H) , 4.21 (s, 2H) , 7.42 (d, _± ∑=9Hz, IH), 7.52-7.62 (m, 3H) , 7.72 (dd, =9 and 2Hz, IH) , 8.18- 8.24 (m, IH), 8.58 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 431(55), 403(100), 388(20); HRMS. Calc'd. for M+H: 431.2672. Found: 431.2676.

Example 7

5-[2-[5-[(1 -butyl-3-pentyi- 1 H- 1 ,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ (l-butyl-3-pentyl-lH-l,2,4-triazol-5- yl)methyl] -2-pyridinyl]phenyl]-IH-tetrazole was isolated: NMR (CDCI3) δ 0.90 (t, J=7Hz, 3H), 0.94 (t, J=7Hz, 3H) , 1.29-1.43 (m, 6H) , 1.69-1.91 (m, 4H) , 2.73 (t, J=7Hz, 2H) , 4.11 (t, J=7Hz, 2H), 4.31 (s, 2H) , 7.47 (d, J=8Hz, IH) , 7.57-7.64 (m, 3H) , 7.77 (d, J=8Hz, IH) , 8.08-8.14 (m, IH) , 8.55 (br s, IH) ; MS (FAB) m/e (rel intensity) 431(70), 403(100), 388(25), 375(15), 347(15), 332(20); HRMS. Calc'd. for M+H: 431.2672. Found: 431.2690.

Example 8

5-[2-[5-[[1 -(2-ethylbutyl)-3-butyl-1 H-1 ,2,4-triazol-5- yI]methylj-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ [1-(2-ethylbutyl)-3-butyl-lH-l,2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated as a colorless solid: NMR (DMSO-dg) δ 0.76 (t, J=7Hz, 6H), 0.87 (t, >2=7Hz, 3H) , 1.12-1.36 (m, 6H) , 1.52- 1.75 (m, 3H), 2.52 (t, J 7Hz, 2H) , 3.93 (d, 2H) , 4.14 (s, 2H), 7.38 (d, _J 2=7HZ, IH) , 7.58-7.78 (m, 5H) , 8.32 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 445 (70) , 417(100), 402(20); HRMS. Calc'd. for M+H: 445.2828. Found: 445.2838.

Example 9

5-[2-[5-[[1-butyl-3-(2-chlorophenyl)-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ [l-butyl-3-(2-chlorophenyl) -1H-1,2,4- triazol-5-yl] ethyl]-2-pyridinyl]phenyl] -IH-tetrazole was isolated: NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) , 1.35 (m, J=7Hz, 2H) , 1.83 (m, J=7Hz, 2H) , 4.14 (t, J=7Hz, 2H) , 4.28 (s, 2H), 7.28-7.39 ( , 3H) , 7.42-7.56 (m, 4H) , 7.80-8.03 (m, 3H) , 8.65 (br s, IH) ; MS (FAB) m/e (rel intensity) 471(15), 443(10); HRMS. Calc'd. for M+H: 471.1812. Found: 471.1848.

Example 10

5-[2-[5-[[1 -butyl-3-(1 -hydroxybutyl)-1 H-1 ,2 ,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[[l-butyl-3-(1-hydroxybutyl)-1H-1,2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated: NMR (CDCI3) δ 0.89 (t, ,J=7Hz, 3H) , 0.94 (t, J=7Hz, 3H), 1.18-1.59 ( , 4H) , 1.70-1.93 (m, 4H) , 4.01 (t, IH) , 7.29 (d, J=9Hz, IH), 7.43-7.57 (m, 3H) , 7.61 (dd, £=9 and 2Hz, IH) , 7.83-7.92 (m, IH) , 8.41 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 433(100), 405(50), 390(20), 312(10), 359(20); HRMS. Calc'd. for M+H: 433.2464. Found: 433.2495.

Example 11

5-[2- [5-[[1 -butyl-3-(1 -oxobutyl) - 1 H-1 ,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Using Swern conditions, the compound of Example 10 was oxidized to 5-[2-[5-[ [l-butyl-3- (l-oxobutyl)-1H- 1,2,4-triazol-5-y1]methyl]-2-pyridinyl]phenyl]-IH- tetrazole: NMR (DMS0-d6) δ 0.84 (t, J=7Hz, 3H) , 0.88 (t, J=7Hz, 3H), 1.16-1.31 (m, 2H) , 1.52-1.73 (m, 4H) , 2.92 (t, J=7Hz, 2H), 4.21 (t, <J=7Hz, 2H) , 4.29 (s, 2H) , 7.41 (d, J=8Hz, IH), 7.52-7.79 (m, 5H) , 8.36 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 443(25), 437(100), 431(15), 409(40), 394(50); HRMS. Calc'd. for M+H: 431.2308. Found: 431.2365.

Example 12

5-[2-[5-[[1 -butyI-3-( 1 -fluorobutyl)- 1 H - 1 ,2 ,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Reaction of the compound of Example 10 with DAST (diethylaminosulfur trifluoride) gave 5-[2-[5-[ [l-butyl-3- (1-fluorobutyl)-1H-1,2, -triazol-5-yl]methyl]-2- pyridinyl]phenyl]-IH-tetrazole: NMR (CDCL3) δ 0.91 (t, J=7Hz, 3H), 0.99 (t, J=7Hz, 3H) , 1.22-1.63 (m, 4H) , 1.71- 2.28 (m, 4H), 4.03 (t, J=7Hz, 2H) , 4.14 (s, 2H) , 5.52 (ddd, J=48, 9, and 6Hz, IH) , 7.23 (d, J=9Hz, IH) , 7.38-7.50 (m, 3H), 7.69 (dd, J=9 and 2Hz, IH) , 7.80-7.88 (m, IH) , 8.53 (d, IH); MS(EC) m/e (rel intensity) 435(100); HRMS. Calc'd. for M+H: 435.2421. Found: 435.2459.

Example 13

5-[2-[5-[(1-propyl-3-difluoromethyl-1H-1,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]- "IH-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ (l-propyl-3-difluoromethyl-lH-l,2, 4- triazol-5-yl) methyl] -2-pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 176-177.5°C; NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) , 1.87 (m, J=7Hz, 2H) , 4.08 (t, IH) , 7.13 (d, IH), 7.32-7.46 (m, 3H) , 7.57-7.65 (m, IH) , 7.66- 7.73 (m, IH), 8.45 (br s, IH) ; MS (FAB) m/e (rel intensity) 397(100), 369(30), 340(12); HRMS. Calc'd. for M+H: 397.1701. Found: 397.1681.

Example 14

5-[2-[5-[(1-butyl-3-difluoromethyl-1 H-1 ,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5- [2- [5- [ (l-butyl-3-dif luoromethyl-lH-1, 2, 4 - triazol-5-yl) methyl] -2 -pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 172-173.5°C; NMR (CDCI3) δ 0.93 (t, J=7Hz, 3H), 1.33 (m, J.=lHz, 2H) , 1.82 (m, _J !=7HZ, 2H), 4.11 (t, =7Hz, 2H) , 4.20 (s, 2H) , 6.70 (t, J=54Hz, IH), 7.23-7.30 (m, IH) , 7.41-7.53 (m, 3H) , 7.67 (dd, -2=8 and 2Hz, IH) , 7.84-7.93 (m, IH) , 8.52 (d, J=2Hz, IH); MS (FAB) m/e (rel intensity) 411(100), 383(60), 354(20), 235(15); HRMS. Calc'd. for M+H: 411.1857. Found: 411.1921.

Example 15

5-[2-[5-[[1 -ethyl-3-(1, 1-dif luoroethyl)-1 H- 1,2, 4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H -tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-ethyl-3- (1, 1-difluoroethyl) -1H- 1,2, 4-triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 103.0-104.5°C; ¹ H NMR (CDCI3) δ 1.07 (t, J=7Hz, 3H) , 1.48 (t, J=7Hz, 3H) , 2.22-2.42 (m, 2H) , 4.27 (q, J_=lRz, 2H) , 4.46 (s, 2H) , 7.54- 7.60 (m, IH), 7.62-7.73 (m, 3H) , 7.98-8.04 (m, IH) , 8.26- 8.34 (m, IH), 8.72-8.78 (br s, IH) ; ¹⁹ F NMR (CDCI3) δ - 102.64 (t, , _s 2=18Hz, 2F) ; MS (FAB) m/e (rel intensity) 411(100), 383(70), 368(20), 363(40), 355(55); HRMS. Calc'd. for M+H: 411.1857. Found: 411.1894.

Example 16

5-[2-[5-[[1-propyl-3-(1,1-difluoroethyl)-1H-1,2,4-triazol -5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5- [2- [5- [ [l-propyl-3- (1, 1-dif luoroethyl) -1H- 1,2, 4-triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 199.5-200.0°C; ^X H NMR (CDCI3) δ 0.91 (t, J=7Hz, 3H) , 1.86 (m, _J=lRz, 2H) , 2.07 (t, J=l8Hz, 3H), 4.06 (t, J=7Hz, 2H) , 4.19 (s, 2H) , 7.29 (d, J=8Hz, IH), 7.41-7.52 (m, 3H) , 7.70 (dd, J=8 and 2Hz, IH), 7192-7.98 (m, IH) , 8.57 (d, <2=2Hz, IH) ; ¹⁹ F NMR (CDCI3) δ -89.22 (q, J=18Hz, 2F) ; MS (ES) m/e (rel intensity) 411(100; HRMS. Calc'd. for M+H: 411.1857. Found: 411.1855

Example 17

5-[2-[5-[[1 -butyl-3- ( 1 , 1 -dif luoroethyl)- 1 H - 1 , 2 ,4 -triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-butyl-3-(1,1-difluoroethyl)-lH- 1,2,4-triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was synthesized as a colorless solid: mp 180.5-181.5°C; ¹ H NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) , 1.24-1.39 (m, 2H) , 1.77 (m, J=7Hz, 2H), 2.08 (t, J=18Hz, 3H) , 4.07 (t, J=7Hz, 2H) , 4.15 (s, 2H), 7.19 (d, J=8Hz, IH) , 7.36-7.47 (m, 3H) , 7.63 (dd, J=8 and 2Hz, IH) , 7.80-7.86 (m, IH) , 8.52 (d, J=2Hz, IH) ; ¹⁹ F NMR (CDCI3) δ -89.12 (q, J=18Hz, 2F) ; MS (ES) m/e (rel intensity) 425(100); HRMS. Calc'd. for M+H: 425.2014. Found: 425.1996.

Example 18

5-[2-[5-[[1-propyl-3-(1,1-difluoropropyl)-1H-1,2,4-triazo l-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-proρyl-3-(l, 1-difluoropropyl) -1H- 1,2, 4-triazol-5-yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 142.5-144.0°C; ¹ H NMR (CDCI3) δ 0.91 (t, 3H) , 1.80-1.94 (m, 2H) , 2.24-2.45 (m, 2H) , 4.13 (t, J=7Hz, 2H) , 4.31 (s, 2H), 7.41 (d, J=8Hz, IH) , 7.45-7.58 (m, 3H) , 7.91 (dd, J=8 and 2Hz, IH) , 7.96-8.03 (m, IH) , 8.66 (d, -I=2Hz,

IH); ¹⁹ F NMR (CDCI3) δ -98.896 (t, >2=18Hz, 2F) ; MS (FAB) m/e

(rel intensity) 425(100), 397(42), 382(8), 377(22),

320(12); HRMS. Calc'd. for M+H: 425.2014. Found:

425.2129.

Example 19

5-[2-[5-[[1-butyl-3-(1,1-difluoropropyl)-1H-1,2,4-triazol -5- yl]methylj-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5- [2- [5- [ [l-butyl-3- (1, 1-difluoropropyl) -1H- 1,2, 4-triazol-5-y 1 ] methyl ] -2-pyridinyl ] phenyl ] -IH-tetrazole was synthesized as a colorless solid: mp. 98-100°C; ¹ H NMR (CDCI3) δ 0.92 (t, 3H) , 1.24-1.49 (m, 2H) , 1.74-1.86 (m, 2H) , 2.26-2.46 (m, 2H) , 4.10 (t, J=7Hz, 2H), 4.21 (s, 2H) , 7.30 (d, J=8Hz, IH) , 7.42-7.54 (m, 3H) , 7.73 (dd, ,2=8 and 2Hz, IH) , 7.92-7.98

(m, IH), 8.57 (d, J=2Hz, IH) ; ¹⁹ F NMR (CDCI3) δ -102.654 (t, J=18Hz, 2F); MS (FAB) m/e (rel intensity) 439(100), 411(65), 396(12), 391(33), 383(33), 320(27); HRMS. Calc'd. for M+H: 439.2170. Found: 439.2198

Example 20

5-[2-[5-[[1-propyl-3-(1,1-difluorobutyl)-1 H-1 ,2,4-triazol-5- yl]methylj-2-pyridinyl]phenyI]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5- [2- [5- [ [l-propyl-3- (1, 1-dif luorobutyl) -1H- 1,2, 4-triazole-5-yl] methyl] -2-pyridinyl] phenyl] -IH- tetrazole was synthesized s a colorless solid: mp 140-141°C; ^-H NMR (CDCI3) δ 0.90 (t, J=7Hz, 3H) , 1.01 (t, J=7Hz, 3H), 1.50-1.65 (m, 2H) , 1.78-1.93 (m, 2H) , 2.21-2.41 (m, 2H), 4.05 (t, IH), 7.35-7.48 (m, 3H) , 7.63 (d, J=8Hz, IH) , 7.76-7.84 (m, IH) , 8.52 (br s, IH) ; ¹⁹ F NMR (CDCI3) δ -96.882 (t, -2=18Hz, 2F); MS (FAB) m/e (rel intensity) 439(100), 411(52), 396(8), 391(38), 334(20); HRMS. Calc'd. for M+H: 439.2170. Found: 439.2224.

Example 21

5-[2-[5-[[1 -butyl-3-(1, 1-dif luorobutyl)- 1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5- [2- [5- [ [l-butyl-3- (1, 1-dif luorobutyl) -1H- 1, 2, 4-triazole-5-yl] methyl] -2-pyridinyl] phenyl] -IH- tetrazole was synthesized as a colorless solid: mp 135- 136.5°C; NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) , 1.01 (t, J=7Hz,

3H), 1.24-1.38 (m, 2H) , 1.51-1.64 (m, 2H) , 1.76-1.86 (m, 2H), 2.22-2.38 (m, 2H) , 4.11 (t, =7Hz, 2H) , 4.23 (s, 2H) , 7.33 (d, J=8Hz, IH) , 7.45-7.55 (m, 3H) , 7.77 (dd, J=8 and 2Hz, 7.94-8.00 (m, IH) , 8.59 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 453(100), 425(55), 405(40), 235(20); HRMS. Calc'd. for M+H: 453.2327. Found 453.2375.

Example 22

5-[2-[5-[[1-butyl-3-(N-methyl-N-tertbutylamido)-1H-1,2,4- triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-butyl-3- (N-methyl-N- tertbutylamido) -1H-1, 2, 4-triazol-5-yl] methyl] -2 - pyridinyl] phenyl] -IH-tetrazole was synthesized as a colorless solid: mp 145-146°C; NMR (CDCI3) δ 0.92 (t, _ =7Hz, 3H), 1.33 (m, J=7Hz, 2H) , 1.53 (s, 9H) , 1.80 (m, J=7Hz, 2H), 3.03 (s, 3H) , 4.12 (t, _J=lEz, 2H) , 4.20 (s, 2H), 7. ^* 26 (d, and 2Hz, IH) , 7.92-7.96 (m, IH) , 8.58 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 480(100), 474(10, 452(22), 437(60), 424(10), 396(74), 381(70), 368(23); HRMS. Calc'd. for M+H: 474.2730. Found: 474.2754.

Example 23

5-[2-[5-[[1-butyl-3-(N-methylamido)-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

The reaction of the compound of Example 22 with anhydrous trifluoroacetic acid (TFA) at reflux gave 5- [2- [5- [ [l-butyl-3- (N-methylamido) -1H-1, 2, 4-triazol-5- yl ] methyl ] -2-pyridinyl] phenyl] -IH-tetrazole as a colorless solid: mp 173°C (dec); NMR (CDCI3) δ 0.73 (t, J=7Hz, 3H) , 1.13 (m, J=7Hz, 2H) , 1.62 (m, J=7Hz, 2H) , 2.81 (d, J=6Hz, 3H), 3.94 (t, J=7Hz, 2H) , 4.01 (s, 2H) , 7.14 (d, J=8Hz, IH), 7.18 (q, J=6Hz, IH) , 7.37-7.54 (m, 3H) , 7.22 (dd, J=8 and 2Hz, IH) , 8.31 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 418(100), 390(56), 375(15), 362(20), 319(5); HRMS. Calc'd. for M+H: 418.2104. Found: 418.2105.

Example 24

5-[2-[5-[[1 -butyl-3-(N -te rtbutylamido)-1 H-1 ,2 ,4-triazol-5- yl}methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-butyl-3-(N-tertbutylamido)-IH- tetrazole was isolated as a colorless solid: NMR (CDCI3) δ 0.91 (t, J=7Hz, 3H), 1.31 ( , J=7Hz, 2Hz, 1.48 (s, 9H) , 1.82 (m, J=7Hz, 2H) , 4.12 (t, J=7Hz, 2H) , 4.24 (s, 2H) , 6.88 (s, IH), 7.40 (d, J=8Hz, IH) , 7.47-7.58 (m, 3H) , 7.82 (dd, =8 and 2Hz, IH) , 8.00-8.07 ( , IH) , 8.59 (d, J=2Hz, IH); MS (FAB) m/e (rel intensity) 460(92), 432(32), 404(68), 376(100), 361(31), 348(28); HRMS. Calc'd. for M+H: 460.2573. Found: 460.2641.

Example 25

5-[2-[5-[[1-propyl-3-dimethoxymethyl-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

The following procedure outlined in Synthetic Scheme V, 5- [2- [5- [ [ l-propyl-3-dimethoxymethyl-lH-l, 2, 4- triazol-5-yl ] methyl ]-2-pyridinyl] phenyl] -IH-tetrazole was isolated as a colorless solid: mp 168-170°C (dec); NMR (CDCI3) δ 0.89 (t, J=7Hz, 3H) , 1.85 (m, J=7Hz, 2H) , 3.45 (s, 6H), 4.06 (t, £=lHz, 2H), 4.21 (s, 2H) , 5.53 (s, IH) , 7.32 (d, J=8Hz, IH), 7.46-7.56 (m, IH) , 7.69 (dd, J=8 and 2Hz, IH), 7.96-8.02 (m, IH) , 8.57 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 421(29), 389(100), 378(3), 75(9); HRMS Calc'd. for M+H: 421.2100. Found: 421.2108.

Example 26

5-[2-[5-[[1 -butyl-3-dimethoxymethyl-1 H-1 ,2,4-triazo!-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ [l-butyl-3-dimethoxymethyl-lH-l,2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated as a colorless solid: mp 113-115°C; NMR (CDCI3) δ 0.90 (t, J=7Hz, 3H), 1.30 (m, J=7Hz, 2H) , 1.78 (m, >2=7Hz, 2H), 3.45 (s, 6H), 4.08 (t, J=7Hz, 2H) , 4.19 (s, 2H) , 5.52 (s, IH), 7.29 (d _r J=8Hz, IH) , 7.45-7.54 (m, 3H) , 7.68 (dd, J=8 and 2Hz, IH) , 7.92-7.98 (m, IH), 8.56 (d, J=2Hz, IH) ; MS(FAB) m/e (rel intensity) 435(6), 407(8), 403(100), 75(13); HRMS. Calc'd. for M+H: 435.2257. Found: 435.2291.

Example 27

5-[2-[5-[[1 -butyl-3-diethoxy methyl- 1H- 1,2, 4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

The compound of Example 26 was treated with p- toluenesulfonic acid in ethanol at reflux. Purification gave 5-[2- [5-[ [l-butyl-3-diethoxymethyl-lH-l, 1, 4-triazol-5- yl]-2-pyridinyl] phenyl] -IH-tetrazole as a colorless solid: mp 127.0-128.5°C; NMR (CDCI3) δ 0.92 (t, J=7Hz, 3H) , 1.25 (t, J=7Hz, 6H), 1.32 (m, =7Hz, 2H) , 1.80 (m, J=7Hz, 2H) , 3.62-3.79 (m, 4H) , 4.08 (t, J=7Hz, 2H) , 4.18 (s, 2H) , 5.61 (s, IH) , 7.33 (d, J=8Hz, IH) , 7.52-7.58 (m, 3H) , 7.71 (d,

J=8Hz, IH), 8.00-8.10 (m, IH) , 8.59 (br s, IH) ; MS (FAB) m/e (rel intensity) 469(100), 441(27), 426(59), 417(27); HRMS. Calc'd. for M+H: 463.2570. Found: 463.2620.

Example 28

5-[2-[5-[[1-butyl-3-dipropoxymethyl-1 H-1 ,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

The compound of Example 26 was treated with p-toluenesulfonic acid in propanol at reflux. Purification gave 5-[2-[5-[ [l-butyl-3-dipropoxymethyl-lH-l,2,4-triazol- 5-yl]-2-pyridinyl] phenyl] -IH-tetrazole as a colorless solid: mp 102-103°C; NMR (CDCI3) δ 0.89 (t, J=7Hz, 3H) , 0.92 (t, J=7Hz, 6H), 1.26 (m, J=7Hz, 2H) , 1.66 (m, J=7Hz, 4H), 1.77 (m, J=7Hz, 2H) , 3.53-3.69 (m, 4H) , 4.06 (t, IH), 7.50-7.61 (m, 3H), 7.75 (dd, J=8 and 2Hz, IH) ; 8.16-8.22 (m, IH) , 8.64 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 497(100), 469(24), 454(43); HRMS. Calc'd. for M+H: 491.2883. Found: 491.2949.

Example 29

5-[2-[5-[[1-butyl-3-diisopropoxymethyl-1 H-1 ,2,4.triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

The compound of Example 26 was treated with p-toluenesulfonic acid in isopropyl alcohol at reflux. Purification gave 5- [2- [5- [ [l-butyl-3-diisopropoxymethyl- 1H-1, 2, 4-triazol-5-yl] -2 -pyridinyl] phenyl] -IH-tetrazole as a colorless solid: mp 122.5-123.5°C; NMR (CDCI3) δ 0.89 (t, J=7Hz, 3H), 1.18 (d, J=3Hz, 6H) , 1.25 (d, _J 2=3HZ, 6H) , 1.28 (m, ,2=7Hz, 2H) , 1.76 (m, J=7Hz, 2H) , 3.99-4.11 (m, 4H) , 4.15 (S, 2H), 5.66 (s, IH) , 7.31 (d, J=8Hz, IH) , 7.45-7.55 (m, 3H) , 7.69 (dd, J=8 and 2Hz, IH) , 8.02-8.08 (m, IH) , 8.60 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 497(100), 469(19), 454(57); HRMS. Calc'd. for M+H: 491.2883. Found: 491.2867.

Example 30

5-[2-[5-[[1-butyl-3-formyl-1H-1,2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

The compound of Example 26 was treated with catlytic sulfuric acid in wet acetone at reflux. Purification gave 5- [2- [5- [ [l-butyl-3-formyl-lH-l,2,4- triazol-5-yl]methyl]-2-pyridinyl]phenyl] -IH-tetrazole as a colorless solid: mp 167-168°C; NMR (CDCI3) δ 0.94 (t, J=7Hz, 3H), 1.35 (m, J=7Hz, 2H) , 1.88 (m, ,2=7Hz, 2H) , 4.22 (t, J=7Hz, 2H), 4.29 (S, 2H) , 7.37 (d, J=8Hz, IH) , 7.46-7.55 (m, 3H) , 7.44 (dd, <2=8 and 2Hz, IH) , 7.93-7.99 (m, IH), 8.59 (d, J=2Hz, IH) , 9.95 (s, IH) ; MS (FAB) m/e (rel intensity) 389(100), 361(66), 346(26), 333(24), 305(17), 290(23); HRMS. Calc'd. for M+H: 389.1838. Found: 389.1829.

Example 31

5-[2- [5-[[ 1 - butyl -3- [2- ( 1 ,3-dioxanyl )] - 1 H - 1 ,2 ,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

The compound of Example 30 was treated with 1,3' propanediol and p-toluenesulfonic acid in benzene at reflux. Purification gave 5-[2-[5-[ [l-butyl-3-[2- (1,3- dioxanyl) ]-1H-1, 2, -triazol-5-yl]methyl]-2- pyridinyl]phenyl]-IH-tetrazole as a colorless solid: mp 154-155°C; NMR (CDCI3) δ 0.88 (t, J=7Hz, 3H) , 1.29 (m, J=7Hz, 2H), 1.46 (dt, J=14 and 1Hz, IH) , 1.77 (m, J=7Hz, 2H) , 2.22-2.41 (m, IH) , 3.96-4.02 (m, 2H) , 4.05 (t, J=7Hz, 2H), 4.17 (s, 2H), 4.31 (dd, J=ll and 5Hz, 2H) , 5.71 (s, IH) , 7.35 (d, J=8Hz, IH), 7.44-7.55 (m, 3H) , 7.70 (dd, J=8 and 2Hz, IH) , 8.00-8.06 (m, IH) , 8.58 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 447(99), 419(64), 389(38), 361(100), 333(52), 290(48); HRMS. Calc'd. for M+H: 447.2257. Found: 447.2208.

Example 32

5-[2-[5-[[1-butyl-3-[2-(5,5-dimethyl-1,3-dioxanyl)]-1H-1, 2,4-triazol-5- yl]methyl]-2-pyridinyl]phenyl]-1H-tetrazole

The compound of Example 30 was treated with 2,2- dimethyl-l,3-propanediol and p-toluenesulfonic acid in benzene at reflux. Purification gave 5-[2-[5-[ [l-butyl-3- [2- (5, 5-dimethyl-l, 3-dioxanyl) ] -1H-1, 2, 4-triazol-5 - yl] methyl] -2-pyridinyl] phenyl] -IH-tetrazole as a colorless solid: mp 163.0-164.5°C; NMR (CDCI3) δ 0.81 (s, 3H) , 0.88 (t, J=7Hz, 3H) , 1.22-1.34 ( , 2H) , 1.31 (s, 3H) , 1.77 (m, J=7Hz, 2H), 3.68 (d, J=llHz, 2H) , 3.84 (d, J=llHz, 2H) , 4.05 (t, J=7Hz, 2H), 4.18 (s, 2H) , 5.59 (s, IH) , 7.36 (d, J=8Hz, IH), 7.46-7.58 (m, 3H) , 7.72 (dd, ,1=8 and 2Hz, IH) , 8.08-8.14 ( , IH) , 8.62 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 497(13), 481(100), 475(15), 453(39), 438(69); HRMS. Calc'd. for M+H: 475.2570. Found: 475.2629.

Example 33

5- [2- [5-[[1 -butyl-3-( 1 -dimethoxy ethyl) - 1 H - 1 ,2 , 4-triazo 1-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

Following the procedure outlined in Synthetic Scheme XVII, 5-[2-[5-[ [l-butyl-3-(1,1-dimethoxyethyl-lH- 1,2,4-triazol-5-yl]methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated as a colorless solid: mp 72-74°C; NMR (CDCI3) δ 0.96 (t, J=7Hz, 3H), 1.28-1.42 (m, 2H) , 1.80-1.94 (m, 2H), 1.86 (s, 3H), 3.14 (s, 6H) , 4.02 (t, J=7Hz, 2H) , 4.07 (S, 2H), 7.45 (d, J=8Hz, IH) , 7.58-7.67 (m, 3H) , 7.70 (dd, J=8 and 2Hz, IH) , 8.26-8.31 (m, IH) , 8.59 (br s, IH) .

Example 34

5-[2-[5-[[1 -butyl-3-( 1 -oxoethyl)- 1 H- 1 , 2 ,4-triazo l-5- yl]methyl]-2-pyridinyl]phenyl]-1 H-tetrazole

The compound of Example 33 was treated with dilute aqueous acid to give 5-[2-[5-[ [l-butyl-3- (1- oxoethyl)-1H-1,2,4-triazol-5-yl]methyl]-2- pyridinyl]phenyl]-IH-tetrazole as a colorless solid: mp 157-159°C; NMR (CDCI3) δ 0.95 (t, J=7Hz, 3H) , 1.36 (m, J=7Hz, 2H) , 1.86 (m, _J=lHz, 2H) , 2.65 (s, 3H) , 4.17 (t, J=7Hz, 2H), 4.25 (s, 2H) , 7.45 (dd, £=8 and 2Hz, IH) , 7.57- 7.64 (m, 3H), 7.75 (dd, J=8 and 2 Hz, IH) , 8.15-8.21 (m, IH), 8.63 (d, >2=2Hz, IH) .

Example 35

5- [2- [5-[( 1 -neope ntyl-3-butyl- 1 H- 1 ,2 ,4-triazo l-5- yl)methylj-2-pyridinyl]phenyl]-1 H -tetrazole

Following the procedure outlined in Synthetic Scheme V, 5-[2-[5-[ (l-neopentyl-3-butyl-lH-l,2,4-triazol-5- yl)methyl]-2-pyridinyl]phenyl]-IH-tetrazole was isolated as a colorless solid: NMR (DMSO-d6) δ 0.86 (t, J=7Hz, 3H) , 0.90 (s, 9H), 1.28 (m, J=7Hz, 2H) , 1.58 (m, J=7Hz, 2H) , 2.53 (t, J-7Hz, 2H), 3.89 (s, 2H) , 4.15 (s, 2H) , 7.36 (d, J=9Hz, IH), 7.51-7.78 (m, 5H) , 8.34 (d, J=2Hz, IH) ; MS (FAB) m/e (rel intensity) 431(90), 403(100), 388(20); HRMS. Calc'd. for M+H: 431.2672. Found: 431.2687

BIOLOGICAL EVALUATION

Assay A: Angiotensin IT Binding Activity

Compounds of the invention were tested for ability to bind to the smooth muscle angiotensin II receptor using a rat uterine membrane preparation. Angiotensin II (All) was purchased from Peninsula Labs. 1-251-angiotensin II (specific activity of 2200 Ci/mmol) was purchased from Du Pont-New England Nuclear. Other chemicals were obtained from Sigma Chemical Co. This assay was carried out according to the method of Douglas et al rEndocrinology, 106, 120-124 (1980) ] . Rat uterine membranes were prepared from fresh tissue. All procedures were carried out at 4°C. Uteri were stripped of fat and homogenized in phosphate-buffered saline at pH 7.4 containing 5 mM EDTA. The homogenate was centrifuged at 1500 x g for 20 min., and the supernatant was recentrifuged at 100,000 x g for 60 min. The pellet was resuspended in buffer consisting of 2 mM EDTA and 50 mM Tris-HCl (pH 7.5) to a final protein concentration of 4 mg/ml. Assay tubes were charged with 0.25 ml of a solution containing 5 mM gCl2 _# - 2 mM EDTA, 0.5% bovine serum albumin, 50 mM Tris- HCl, pH 7.5 and I- ²⁵ 1-AH (approximately IO ⁵ cpm) in the absence or in the presence of unlabelled ligand. The reaction was initiated by the addition of membrane protein and the mixture was incubated at 25°C for 60 min. The incubation was terminated with ice-cold 50 mM Tris-HCl (pH 7.5) and the mixture was filtered to separate membrane- bound labelled peptide from the free ligand. The incubation tube and filter were washed with ice-cold buffer. Filters were assayed for radioactivity in a Micromedic gamma counter. Nonspecific binding was defined as binding in the presence of 10 μM of unlabelled All. Specific binding was calculated as total binding minus nonspecific binding. The

receptor binding affinity of an AH antagonist compound was indicated by the concentration (IC50) ^{of tne te} sted AH antagonist which gives 50% displacement of the total specifically bound --^ I-AII from the high affinity AH receptor. Binding data were analyzed by a nonlinear least- squares curve fitting program. Results are reported in Table I.

Assay B: In Vitro Vascular Smooth Muscle-Response for AH

The compounds of the invention were tested for antagonist activity in rabbit aortic rings. Male New Zealand white rabbits (2-2.5 kg) were sacrificed using an overdose of pentobarbital and exsanguinated via the carotid arteries. The thoracic aorta was removed, cleaned of adherent fat and connective tissue and then cut into 3-mm ring segments. The endothelium was removed from the rings by gently sliding a rolled-up piece of filter paper into the vessel lumen. The rings were then mounted in a water- jacketed tissue bath, maintained at 37°C, between moveable and fixed ends of a stainless steel wire with the moveable end attached to an FT03 Grass transducer coupled to a Model 7D Grass Polygraph for recording- isometric force responses. The bath was filled with 20 ml of oxygenated (95% oxygen/5% carbon dioxide) Krebs solution of the following composition (mM) : 130 NaCl, 15 NaHC03, 15 KC1, 1.2 1.2 MgSO-3, 2.5 CaCl2, and 11.4 glucose. The preparations were equilibrated for one hour before approximately one gram of passive tension was placed on the rings. Angiotensin II concentration-response curves were then recorded (3 X lO ^-1 ^ to 1 X 10~5 M) . Each concentration of AH was allowed to elicit its maximal contraction, and then AH was washed out repeatedly for 30 minutes before rechallenging with a higher concentration of AH. Aorta rings were exposed to

the test antagonist at 10 ^" ^ M for 5 minutes before challenging with AH. Adjacent segments of the same aorta ring were used for all concentration-response curves in the presence or absence of the test antagonist. The effectiveness of the test compound was expressed in terms of pA2 values and were calculated according to H.O. Schild [Br. J. Pharmacol. Chemother., 2,189-206 (1947)]. The _P A ₂ value is the concentration of the antagonist which increases the EC59 value for AH by a factor of two. Each test antagonist was evaluated in aorta rings from two rabbits. Results are reported in Table I.

Assay C: In Vivo Intraσastric Pressor Assay Response for All Antagonists

Male Sprague-Dawley rats weighing 225-300 grams were anesthetized with methohexital (30 mg/kg, i.p.) and catheters were implanted into the femoral artery and vein. The catheters were tunneled subcutaneously to exit dorsally, posterior to the head and between the scapulae. The catheters were filled with heparin (1000 units/ml of saline) . The rats were returned to their cage and allowed regular rat chow and water ad libitum. After full recovery from surgery (3-4 days) , rats were placed in Lucite holders and the arterial line was connected to a pressure transducer. Arterial pressure was recorded on a Gould polygraph (mmHg) . Angiotensin II was administered as a 30 ng/kg bolus via the venous catheter delivered in a 50 μl volume with a 0.2 ml saline flush. The pressor response in mm Hg was measured by the difference from pre-injection arterial pressure to the maximum pressure achieved. The AH injection was repeated every 10 minutes until three consecutive injections yielded responses within 4 mmHg of each other. These three responses were then averaged and represented the control response to AH. The test compound

was suspended in 0.5% methylcellulose in water and was administered by gavage. The volume administered was 2 ml/kg body weight. The standard dose was 3 mg/kg. Angiotensin II bolus injections were given at 30, 45, 60, 75, 120, 150, and 180 minutes after gavage. The pressor response to AH was measured at each time point. The rats were then returned to their cage for future testing. A minimum of 3 days was allowed between tests. Percent inhibition was calculated for each time point following gavage by the following formula: [ (Control Response -

Response at time point) /Control Response] X 100. Results are shown in Table II.

TABLE I

In Vitro and In Vivo Angiotensin I

Activity of Compounds of the Invention

Test ¹ Assay A ² Assay B ³ Assay

Compound IC50 (nM) pA2 Dose: 3 mg/kg (i.g.)

TABLE I (CONTINUED!

In Vitro and In Vivo Angiotensin I Activity of Compounds of the Invention

¹ Assay A: Angiotensin II Binding Activity

² Assay B: In Vitro Vascular Smooth Muscle Response

³ Assay C: In Vivo Pressor Response (all test compounds administered intragastrically at 3 mg/kg). ^* NA = Not Assayed

Also embraced within this invention is a class of pharmaceutical compositions comprising one or more compounds of Formula I in association with one or more non- toxic, pharmaceutically acceptable carriers and/or diluents and/or adjuvants (collectively referred to herein as "carrier" materials) and, if desired, other active ingredients. The compounds of the present invention may be administered by any suitable route, preferably in the form of a pharmaceutical composition adapted to such a route, and in a dose effective for the treatment intended.

Therapeutically effective doses of the compounds of the present invention required to prevent or arrest the progress of the medical condition are readily ascertained by one of ordinary skill in the art. The compounds and composition may, for example, be administered intra- vascularly, intraperitoneally, subcutaneously, intra¬ muscularly or topically.

For oral administration, the pharmaceutical composition may be in the form of, for example, a tablet, capsule, suspension or liquid. The pharmaceutical composition is preferably made in the form of a dosage unit containing a particular amount of the active ingredient. Examples of such dosage units are tablets or capsules. These may with advantage contain an amount of active ingredient from about 1 to 250 mg, preferably from about 25 to 150 mg. A suitable daily dose for a mammal may vary widely depending on the condition of the patient and other factors. However, a dose of from about 0.1 to 3000 mg/kg body weight, particularly from about 1 to 100 mg/kg body weight, may be appropriate.

The active ingredient may also be administered by injection as a composition wherein, for example, saline, dextrose or water may be used as a suitable carrier. A

suitable daily dose is from about 0.1 to 100 mg/kg body weight injected per day in multiple doses depending on the disease being treated. A preferred daily dose would be from about 1 to 30 mg/kg body weight. Compounds indicated for prophylactic therapy will preferably be administered in a daily dose generally in a range from about 0.1 mg to about 100 mg per kilogram of body weight per day. A more preferred dosage will be a range from about 1 mg to about 100 mg per kilogram of body weight. Most preferred is a dosage in a range from about 1 to about 50 mg per kilogram of body weight per day. A suitable dose can be administered, in multiple sub-doses per day. These sub- doses may be administered in unit dosage forms. Typically, a dose or sub-dose may contain from about 1 mg to about 100 mg of active compound per unit dosage form. A more preferred dosage will contain from about 2 mg to about 50 mg of active compound per unit dosage form. Most preferred is a dosage form containing from about 3 mg to about 25 mg of active compound per unit dose.

The dosage regimen for treating a disease condition with the compounds and/or compositions of this invention is selected in accordance with a variety of factors, including the type, age, weight, sex and medical condition of the patient, the severity of the disease, the route of administration, and the particular compound employed, and thus may vary widely.

For therapeutic purposes, the compounds of this invention are ordinarily combined with one or more adjuvants appropriate to the indicated route of administration. If administered βen Q__,, the compounds may be admixed with lactose, sucrose, starch powder, cellulose esters of alkanoic acids, cellulose alkyl esters, talc, stearic acid, magnesium stearate, magnesium oxide, sodium

and calcium salts of phosphoric and sulf ric acids, gelatin, acacia gum, sodium alginate, polyvinylpyrrolidone, and/or polyvinyl alcohol, and then tableted or encapsulated for convenient administration. Such capsules or tablets may contain a controlled-release formulation as may be provided in a dispersion of active compound in hydroxypropylmethyl cellulose. Formulations for parenteral administration may be in the form of aqueous or non-aqueous isotonic sterile injection solutions or suspensions. These solutions and suspensions may be prepared from sterile powders or granules having one or more of the carriers or diluents mentioned for use in the formulations for oral administration. The compounds may be dissolved in water, polyethylene glycol, propylene glycol, ethanol, corn oil, cottonseed oil, peanut oil, sesame oil, benzyl alcohol, sodium chloride, and/or various buffers. Other adjuvants and modes of administration are well and widely known in the pharmaceutical art.

Although this invention has been described with respect to specific embodiments, the details of these embodiments are not to be construed as limitations.