Title:
MALONYL-COA DECARBOXYLASE INHIBITORS USEFUL AS METABOLIC MODULATORS
Document Type and Number:
WIPO Patent Application WO2002064136
Kind Code:
A3
Abstract:
The present invention relates to novel compounds (I), their prodrugs, and the pharmaceutically acceptable salts as well as pharmaceutical compositions containing such compounds useful in treating certain metabolic diseases and diseases modulated by the inhibition of the enzyme malonyl-coenzyme A decarboxylase (malonyl-CoA decarboxylase, MCD). In particular, the invention relates to compounds and compositions and the methods for the prophylaxis, management and treatment of cardiovascular diseases, diabetes, acidosis, cancers, and obesity through the inhibition of malonyl-coenzyme A decarboxylase.
Inventors:
ARRHENIUS THOMAS (US)
CHEN MI (US)
CHENG JIE FEI (US)
HUANG YUJIN (US)
NADZAN ALEX (US)
TITH SOVOUTHY (US)
WALLACE DAVID (US)
LIU BIN (US)
NISHIMOTO MASAHIRO (US)
CHEN MI (US)
CHENG JIE FEI (US)
HUANG YUJIN (US)
NADZAN ALEX (US)
TITH SOVOUTHY (US)
WALLACE DAVID (US)
LIU BIN (US)
NISHIMOTO MASAHIRO (US)
Application Number:
PCT/US2002/002179
Publication Date:
October 30, 2003
Filing Date:
January 22, 2002
Export Citation:
Assignee:
CHUGAI PHARMACEUTICAL CO LTD (JP)
ARRHENIUS THOMAS (US)
CHEN MI (US)
CHENG JIE FEI (US)
HUANG YUJIN (US)
NADZAN ALEX (US)
TITH SOVOUTHY (US)
WALLACE DAVID (US)
LIU BIN (US)
NISHIMOTO MASAHIRO (US)
ARRHENIUS THOMAS (US)
CHEN MI (US)
CHENG JIE FEI (US)
HUANG YUJIN (US)
NADZAN ALEX (US)
TITH SOVOUTHY (US)
WALLACE DAVID (US)
LIU BIN (US)
NISHIMOTO MASAHIRO (US)
International Classes:
A61K31/04; A61K31/045; A61K31/12; A61K31/136; A61K31/15; A61K31/155; A61K31/16; A61K31/167; A61K31/17; A61K31/18; A61K31/196; A61K31/197; A61K31/22; A61K31/223; A61K31/245; C07D295/10; A61K31/27; A61K31/275; A61K31/341; A61K31/40; A61K31/41; A61K31/415; A61K31/4164; A61K31/42; A61K31/427; A61K31/44; A61K31/4402; A61K31/4406; A61K31/4409; A61K31/445; A61K31/4465; A61K31/454; A61K31/5375; A61K31/662; A61K31/664; A61P3/00; A61P3/04; A61P3/08; A61P3/10; A61P3/12; A61P9/00; A61P9/04; A61P9/10; A61P35/00; A61P43/00; C07C33/46; C07C49/82; C07C225/22; C07C233/33; C07C235/24; C07C235/84; C07C251/48; C07C251/86; C07C255/29; C07C255/57; C07C257/22; C07C279/18; C07C307/10; C07C311/16; C07C335/18; C07D211/16; C07D211/22; C07D213/36; C07D213/53; C07D213/75; C07D231/06; C07D231/14; C07D231/38; C07D233/54; C07D233/64; C07D233/90; C07D257/06; C07D261/04; C07D261/08; C07D261/14; C07D261/16; C07D261/18; C07D295/12; C07D295/13; C07D295/18; C07D295/194; C07D295/21; C07D295/215; C07D295/22; C07D295/28; C07D307/52; C07D333/36; C07D401/04; C07D401/06; C07D401/12; C07D401/14; C07D405/12; C07D413/04; C07D413/12; C07D413/14; C07D417/04; C07F9/24; C07F9/38; C07F9/40; (IPC1-7): A61K31/42; A61K31/415; A61K31/5375; A61K31/661; A61K31/15; A61P3/04; A61P3/10; A61P9/10; A61P35/00; C07D295/21; C07D307/52; C07D261/04; C07D261/18; C07D261/08; C07D261/14
Domestic Patent References:
| WO2001003705A1 | 2001-01-18 | |||
| WO2000054759A2 | 2000-09-21 | |||
| WO2002058690A2 | 2002-08-01 |
Other References:
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002230054, retrieved from STN Database accession no. 2000:98347
"Fluka Chemika-Biochemika", 1995, FLUKA CHEMIE AG, BUCHS (CH), XP002230053
NAAE D G: "Reaction of crystalline fluoro olefins with bromine vapor", JOURNAL OF ORGANIC CHEMISTRY, vol. 42, no. 10, 13 May 1977 (1977-05-13), pages 1780 - 1783, XP002230049
HATANAKA Y ET AL: "An improved synthesis of 4-[3-(trifluoromethyl)-3H-diazirin- 3-yl]benzoic acid for photoaffinity labeling", HETEROCYCLES, vol. 35, no. 2, 1 May 1993 (1993-05-01), pages 997 - 1004, XP002230050
WAGNER P J ET AL: "Extent of charge transfer in the photoreduction ofphenyl ketones by alkylbenzenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 108, no. 24, 26 November 1986 (1986-11-26), pages 7727 - 7738, XP002230051
NASSAL M: "4-(1-Azi-2,2,2-Trifluoroethyl)benzoic acid, a highly photolabile carbene generating label readily fixable to biochemical agents", LIEBIGS ANNALEN DER CHEMIE, no. 9, 1983, pages 1510 - 1523, XP002029660
FARAH B S ET AL: "Perhalo ketones. V. The reaction of perhaloacetones with aromatic hydrocarbons", JOURNAL OF ORGANIC CHEMISTRY, vol. 30, no. 4, April 1965 (1965-04-01), pages 998 - 1001, XP002230052
FUJISAWA T ET AL: "Asymmetric reductions of (trifluoroacetyl)biphenyl derivatives with bakers' yeast and with Geotrichum candidum acetone powder", TETRAHEDRON, vol. 54, no. 17, 23 April 1998 (1998-04-23), pages 4267 - 4276, XP004113297
"Fluka Chemika-Biochemika", 1995, FLUKA CHEMIE AG, BUCHS (CH), XP002230053
NAAE D G: "Reaction of crystalline fluoro olefins with bromine vapor", JOURNAL OF ORGANIC CHEMISTRY, vol. 42, no. 10, 13 May 1977 (1977-05-13), pages 1780 - 1783, XP002230049
HATANAKA Y ET AL: "An improved synthesis of 4-[3-(trifluoromethyl)-3H-diazirin- 3-yl]benzoic acid for photoaffinity labeling", HETEROCYCLES, vol. 35, no. 2, 1 May 1993 (1993-05-01), pages 997 - 1004, XP002230050
WAGNER P J ET AL: "Extent of charge transfer in the photoreduction ofphenyl ketones by alkylbenzenes", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 108, no. 24, 26 November 1986 (1986-11-26), pages 7727 - 7738, XP002230051
NASSAL M: "4-(1-Azi-2,2,2-Trifluoroethyl)benzoic acid, a highly photolabile carbene generating label readily fixable to biochemical agents", LIEBIGS ANNALEN DER CHEMIE, no. 9, 1983, pages 1510 - 1523, XP002029660
FARAH B S ET AL: "Perhalo ketones. V. The reaction of perhaloacetones with aromatic hydrocarbons", JOURNAL OF ORGANIC CHEMISTRY, vol. 30, no. 4, April 1965 (1965-04-01), pages 998 - 1001, XP002230052
FUJISAWA T ET AL: "Asymmetric reductions of (trifluoroacetyl)biphenyl derivatives with bakers' yeast and with Geotrichum candidum acetone powder", TETRAHEDRON, vol. 54, no. 17, 23 April 1998 (1998-04-23), pages 4267 - 4276, XP004113297
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