Title:
INHIBITORS OF 11-BETA-HYDROXY STEROID DEHYDROGENASE TYPE 1
Document Type and Number:
WIPO Patent Application WO2005116002
Kind Code:
A3
Abstract:
The present invention relates to compounds with the formula (I), (II), (III) or (IV): (I) (II), (III), or (IV), wherein R1, R2, R3, R4, R5, R6, R7, X and Z are as defined herein, and also to pharmaceutical compositions comprising the compounds, as well as methods of use of the compounds for treatment of disorders associated with human 11-ß-hydroxysteroid dehydrogenase type 1 enzyme and for the preparation of a medicament which acts on the human 11-ß-hydroxysteroid dehydrogenase type 1 enzyme.
Inventors:
HENRIKSSON MARTIN (SE)
HOMAN EVERT (SE)
JOHANSSON LARS (SE)
VALLGARDA JERK (SE)
WILLIAMS MEREDITH (SE)
BERCOT ERIC (US)
FOTSCH CHRISTOPHER H (US)
LI AIWEN (US)
CAI GUOLIN (US)
HUNGATE RANDALL W (US)
YUAN CHESTER CHENGUANG (US)
TEGLEY CHIRSTOPHER (US)
ST JEAN DAVID (US)
HAN NIANHE (US)
HUANG QI (US)
LIU QINGYIAN (US)
BARTBERGER MICHAEL D (US)
MONIZ GEORGE A (US)
FRIZZLE MATTHEW J (US)
HOMAN EVERT (SE)
JOHANSSON LARS (SE)
VALLGARDA JERK (SE)
WILLIAMS MEREDITH (SE)
BERCOT ERIC (US)
FOTSCH CHRISTOPHER H (US)
LI AIWEN (US)
CAI GUOLIN (US)
HUNGATE RANDALL W (US)
YUAN CHESTER CHENGUANG (US)
TEGLEY CHIRSTOPHER (US)
ST JEAN DAVID (US)
HAN NIANHE (US)
HUANG QI (US)
LIU QINGYIAN (US)
BARTBERGER MICHAEL D (US)
MONIZ GEORGE A (US)
FRIZZLE MATTHEW J (US)
Application Number:
PCT/US2005/018081
Publication Date:
July 06, 2006
Filing Date:
May 24, 2005
Export Citation:
Assignee:
AMGEN INC (US)
BIOVITRUM AB (SE)
HENRIKSSON MARTIN (SE)
HOMAN EVERT (SE)
JOHANSSON LARS (SE)
VALLGARDA JERK (SE)
WILLIAMS MEREDITH (SE)
BERCOT ERIC (US)
FOTSCH CHRISTOPHER H (US)
LI AIWEN (US)
CAI GUOLIN (US)
HUNGATE RANDALL W (US)
YUAN CHESTER CHENGUANG (US)
TEGLEY CHIRSTOPHER (US)
ST JEAN DAVID (US)
HAN NIANHE (US)
HUANG QI (US)
LIU QINGYIAN (US)
BARTBERGER MICHAEL D (US)
MONIZ GEORGE A (US)
FRIZZLE MATTHEW J (US)
BIOVITRUM AB (SE)
HENRIKSSON MARTIN (SE)
HOMAN EVERT (SE)
JOHANSSON LARS (SE)
VALLGARDA JERK (SE)
WILLIAMS MEREDITH (SE)
BERCOT ERIC (US)
FOTSCH CHRISTOPHER H (US)
LI AIWEN (US)
CAI GUOLIN (US)
HUNGATE RANDALL W (US)
YUAN CHESTER CHENGUANG (US)
TEGLEY CHIRSTOPHER (US)
ST JEAN DAVID (US)
HAN NIANHE (US)
HUANG QI (US)
LIU QINGYIAN (US)
BARTBERGER MICHAEL D (US)
MONIZ GEORGE A (US)
FRIZZLE MATTHEW J (US)
International Classes:
C07D277/54; A61K31/42; A61K31/426; A61P3/00; A61P3/04; A61P3/06; A61P3/10; A61P19/10; A61P25/24; A61P25/28; A61P29/00; A61P31/12; C07D263/48; C07D277/42; C07D277/60; C07D413/14; C07D417/06; C07D417/12; C07D417/14; C07D513/10; C07F7/18; C07D
Domestic Patent References:
| WO2003043999A1 | 2003-05-30 | |||
| WO2005075471A2 | 2005-08-18 |
Foreign References:
| DE936688C | 1955-12-22 |
Other References:
DORAN WJ ET AL: "Dialkyl thiazolidiones", JOURNAL OF ORGANIC CHEMISTRY, vol. 3, 1938, pages 193 - 197, XP002351725
KVICALA J ET AL: "Reactions of 3-chloropentafluoropropene-1,2-oxide with bifunctional nucleophiles: a new route to chlorodifluoromethyl-substituted heterocycles", JOURNAL OF FLUORINE CHEMISTRY, vol. 108, 2001, pages 1 - 5, XP002351726
HURST DT ET AL: "The synthesis of some pyrimidinyl and thiazolyl ureas and thioureas and some related compounds", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 41, 1988, pages 1221 - 1229, XP009055887
KING LC ET AL: "The reaction of diazoketones with thioamide derivatives", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 71, 1949, pages 367 - 368, XP002351727
SCHREINER EP ET AL: "A convenient protocol for selective cleavage of 2-hydroxy acid amides, application to semisynthesis of the cyclic heptapeptide aza HUN-7293", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, 2002, pages 8299 - 8304, XP002351728
MOORE ML ET AL: "sulfonamidothiazolones", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 63, 1941, pages 2781 - 2784, XP002351729
DIXON AE: "Action between thiourea and some haloid derivatives of fatty acids", JOURNAL OF THE CHEMICAL SOCIETY, vol. 63, 1893, pages 815 - 821, XP009055894
MITTRA AS ET AL: "reaction of aromatic aldehydes with 5-methyl-4-thiazolidones", JOURNAL OF THE INDIAN CHEMICAL SOCIETY, vol. 36, no. 10, 1959, pages 723 - 725, XP009055898
VASA ML ET AL: "thiazolidones part I", JOURNAL OF INDIAN CHEMICAL SOCIETY, vol. 36, no. 9, 1959, pages 648 - 650, XP009055900
ANDREASCH R: "zur kenntniss der thiohydantoine", MONATSHEFTE FÜR CHEMIE, vol. 8, 1887, pages 407 - 424, XP009055896
HEALD PJ ET AL: "synthesis of certain thiazolopyrimidines", JOURNAL OF CHEMICAL SOCIETY, 1950, pages 1127 - 1129, XP009055895
ASPELUND H: "Einwirkung von natriumhydroxyd auf einige 2-imino-4-oxazolidinone bzw. 2-amino-4-oxazolinone", ACTA ACADEMIAE ABOENSIS, SER. B, vol. 25, no. 5, 1965, pages 1 - 21, XP001246496
LEISTNER S ET AL: "Darstellung von 3-oxo(bzw. imino)-5-(alpha-hydroxy-alkyl)-1,2,4-triazolinderivaten aus 2-oxo(bzw.Imino)-4-oxo-5-alkyl-oxazolidinen und Hydazinhydrat", ZEITSCHRIFT FUER CHEMIE, vol. 14, no. 7, 1974, pages 267 - 268, XP009062313
ASPELUND H: "Einwirkung von natriumhydroxyd aud einige 2-imino-4-oxazolidinone bzw. 2-amino-4-oxazolinone", ACTA ACADEMIAE ABOENSIS, SER. B, vol. 26, no. 8, 1967, pages 1 - 13, XP001246495
RAPI G ET AL: "Tautomerism of 2-amino-2-oxazolin-4-ones", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 9, no. 2, 1972, pages 285 - 292, XP002369328
ERLENMEYER H ET AL: "Zur kenntnis der Eigenschaften isosterer und strukturähnlicher Verbindungen VI. Über einige Derivate des Thiazols und des Oxazols", HELVETICA CHIMICA ACTA, vol. 21, 1938, pages 111 - 113, XP009062356
KVICALA J ET AL: "Reactions of 3-chloropentafluoropropene-1,2-oxide with bifunctional nucleophiles: a new route to chlorodifluoromethyl-substituted heterocycles", JOURNAL OF FLUORINE CHEMISTRY, vol. 108, 2001, pages 1 - 5, XP002351726
HURST DT ET AL: "The synthesis of some pyrimidinyl and thiazolyl ureas and thioureas and some related compounds", AUSTRALIAN JOURNAL OF CHEMISTRY, vol. 41, 1988, pages 1221 - 1229, XP009055887
KING LC ET AL: "The reaction of diazoketones with thioamide derivatives", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 71, 1949, pages 367 - 368, XP002351727
SCHREINER EP ET AL: "A convenient protocol for selective cleavage of 2-hydroxy acid amides, application to semisynthesis of the cyclic heptapeptide aza HUN-7293", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, 2002, pages 8299 - 8304, XP002351728
MOORE ML ET AL: "sulfonamidothiazolones", JOURNAL OF AMERICAN CHEMICAL SOCIETY, vol. 63, 1941, pages 2781 - 2784, XP002351729
DIXON AE: "Action between thiourea and some haloid derivatives of fatty acids", JOURNAL OF THE CHEMICAL SOCIETY, vol. 63, 1893, pages 815 - 821, XP009055894
MITTRA AS ET AL: "reaction of aromatic aldehydes with 5-methyl-4-thiazolidones", JOURNAL OF THE INDIAN CHEMICAL SOCIETY, vol. 36, no. 10, 1959, pages 723 - 725, XP009055898
VASA ML ET AL: "thiazolidones part I", JOURNAL OF INDIAN CHEMICAL SOCIETY, vol. 36, no. 9, 1959, pages 648 - 650, XP009055900
ANDREASCH R: "zur kenntniss der thiohydantoine", MONATSHEFTE FÜR CHEMIE, vol. 8, 1887, pages 407 - 424, XP009055896
HEALD PJ ET AL: "synthesis of certain thiazolopyrimidines", JOURNAL OF CHEMICAL SOCIETY, 1950, pages 1127 - 1129, XP009055895
ASPELUND H: "Einwirkung von natriumhydroxyd auf einige 2-imino-4-oxazolidinone bzw. 2-amino-4-oxazolinone", ACTA ACADEMIAE ABOENSIS, SER. B, vol. 25, no. 5, 1965, pages 1 - 21, XP001246496
LEISTNER S ET AL: "Darstellung von 3-oxo(bzw. imino)-5-(alpha-hydroxy-alkyl)-1,2,4-triazolinderivaten aus 2-oxo(bzw.Imino)-4-oxo-5-alkyl-oxazolidinen und Hydazinhydrat", ZEITSCHRIFT FUER CHEMIE, vol. 14, no. 7, 1974, pages 267 - 268, XP009062313
ASPELUND H: "Einwirkung von natriumhydroxyd aud einige 2-imino-4-oxazolidinone bzw. 2-amino-4-oxazolinone", ACTA ACADEMIAE ABOENSIS, SER. B, vol. 26, no. 8, 1967, pages 1 - 13, XP001246495
RAPI G ET AL: "Tautomerism of 2-amino-2-oxazolin-4-ones", JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 9, no. 2, 1972, pages 285 - 292, XP002369328
ERLENMEYER H ET AL: "Zur kenntnis der Eigenschaften isosterer und strukturähnlicher Verbindungen VI. Über einige Derivate des Thiazols und des Oxazols", HELVETICA CHIMICA ACTA, vol. 21, 1938, pages 111 - 113, XP009062356
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