Title:
NITRATE ESTERS OF CORTICOID COMPOUNDS AND PHARMACEUTICAL APPLICATIONS THEREOF
Document Type and Number:
WIPO Patent Application WO1998015568
Kind Code:
A3
Abstract:
Compounds of the general formula B-X1-NO2 or their esters or salts, where B has structure (1) where there may be substituents in place of the hydrogens H in the CH group or two hydrogens H2 in the CH2 group shown in the general formula; R and R' are equal or different one from the other and may be hydrogen or linear or branched alkyls having from 1 to 4 carbon atoms, preferably R = R' = CH3; B being a corticosteroid residue; R'' is -(CO-L)t-(X)t1- where t and t1 are integers equal or different one from the other and equal to 0 or 1; where L is a bivalent connecting group; X is equal to X0 where X0 = 0, NH, NR1C where R1C is a linear or branched alkyl having from 1 to 10 C atoms; or equal to X2 where X2 is equal to OH, CH3, Cl, N(-CH2-CH3)2, SCH2F, SH; X1 is a bivalent connecting bridge YO where Y is a C1-C20 alkylene. 00000
Inventors:
DEL SOLDATO PIERO (IT)
Application Number:
PCT/EP1997/005426
Publication Date:
June 18, 1998
Filing Date:
October 02, 1997
Export Citation:
Assignee:
NICOX SA (FR)
DEL SOLDATO PIERO (IT)
DEL SOLDATO PIERO (IT)
International Classes:
A61K31/56; A61P19/02; A61K31/57; C07J41/00; (IPC1-7): C07J41/00; A61K31/57
Domestic Patent References:
| WO1997034871A1 | 1997-09-25 | |||
| WO1997041144A1 | 1997-11-06 | |||
| WO1997040836A1 | 1997-11-06 |
Foreign References:
| DE2222491A1 | 1972-11-16 | |||
| DE1643034A1 | 1971-05-06 | |||
| US3494941A | 1970-02-10 | |||
| FR2274309A1 | 1976-01-09 | |||
| US2990401A | 1961-06-27 | |||
| GB1544512A | 1979-04-19 | |||
| FR1561908A | 1969-04-04 | |||
| US3183252A | 1965-05-11 |
Other References:
BAYUNOVA V I ET AL: "SYNTHESIS AND BIOLOGICAL ACTIVITY OF ALKYL SUCCINATES OF PREDNISOLONE", PHARMACEUTICAL CHEMISTRY JOURNAL, vol. 14, no. 12, 1981, pages 878 - 880, XP002035558
HAYASHI H ET AL: "1,4:3,6-DIANHYDROHEXITOL NITRATE DERIVATIVES. II. 1) SYNTHESIS AND ANTIANGINAL ACTIVITY OF ARYL- OR ARYLCARBONYLPIPERAZINE DERIVATIVES 2)", CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 41, no. 6, June 1993 (1993-06-01), pages 1100 - 1110, XP000611905
HODOSAN F ET AL: "Nitrate esters of steroid hormones and related compounds. Preparation and biological properties", ARZNEIMITTEL FORSCHUNG. DRUG RESEARCH., vol. 19, no. 4, 1969, AULENDORF DE, pages 684 - 685, XP002061312
TEUTSCH G ET AL: "Design of ligands for the glucocorticoid and progestin receptors", BIOCHEM. SOC. TRANS., vol. 19, no. 4, 1991, pages 901 - 908, XP002061313
CHEMICAL ABSTRACTS, vol. 099, no. 11, 12 September 1983, Columbus, Ohio, US; abstract no. 088460, LI Z ET AL: "Synthesis of 5-pregnene-3.beta.,17.alpha.-diol-20-one 3-acetate 17.alpha.-carboxylic acid esters, and studies on their structure-activity relations" XP002061315
CHEMICAL ABSTRACTS, vol. 097, no. 11, 13 September 1982, Columbus, Ohio, US; abstract no. 092623, LI Z ET AL: "Synthesis of 3.beta.-hydroxypregn-5-en-20-one A and B ring derivatives and studies on their structure-activity relationships" XP002061316
M. HELLER ET AL: "16-Hydroxylated Steroids. XXII. The Preparation of the 16-Methyl Ether of Triamcinolone", JOURNAL OF ORGANIC CHEMISTRY., vol. 27, no. 1, 18 January 1962 (1962-01-18), EASTON US, pages 328 - 331, XP002061314
CHEMICAL ABSTRACTS, vol. 070, no. 15, 14 April 1969, Columbus, Ohio, US; abstract no. 068654, BROWNFIELD R B: "Antiphlogistic pregnane derivatives" XP002061317
HAYASHI H ET AL: "1,4:3,6-DIANHYDROHEXITOL NITRATE DERIVATIVES. II. 1) SYNTHESIS AND ANTIANGINAL ACTIVITY OF ARYL- OR ARYLCARBONYLPIPERAZINE DERIVATIVES 2)", CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 41, no. 6, June 1993 (1993-06-01), pages 1100 - 1110, XP000611905
HODOSAN F ET AL: "Nitrate esters of steroid hormones and related compounds. Preparation and biological properties", ARZNEIMITTEL FORSCHUNG. DRUG RESEARCH., vol. 19, no. 4, 1969, AULENDORF DE, pages 684 - 685, XP002061312
TEUTSCH G ET AL: "Design of ligands for the glucocorticoid and progestin receptors", BIOCHEM. SOC. TRANS., vol. 19, no. 4, 1991, pages 901 - 908, XP002061313
CHEMICAL ABSTRACTS, vol. 099, no. 11, 12 September 1983, Columbus, Ohio, US; abstract no. 088460, LI Z ET AL: "Synthesis of 5-pregnene-3.beta.,17.alpha.-diol-20-one 3-acetate 17.alpha.-carboxylic acid esters, and studies on their structure-activity relations" XP002061315
CHEMICAL ABSTRACTS, vol. 097, no. 11, 13 September 1982, Columbus, Ohio, US; abstract no. 092623, LI Z ET AL: "Synthesis of 3.beta.-hydroxypregn-5-en-20-one A and B ring derivatives and studies on their structure-activity relationships" XP002061316
M. HELLER ET AL: "16-Hydroxylated Steroids. XXII. The Preparation of the 16-Methyl Ether of Triamcinolone", JOURNAL OF ORGANIC CHEMISTRY., vol. 27, no. 1, 18 January 1962 (1962-01-18), EASTON US, pages 328 - 331, XP002061314
CHEMICAL ABSTRACTS, vol. 070, no. 15, 14 April 1969, Columbus, Ohio, US; abstract no. 068654, BROWNFIELD R B: "Antiphlogistic pregnane derivatives" XP002061317
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