Patent EP-2002834-A1 (EP)
Inventor: BUCHMANN BERND
IPC: A61K31/422
Filed: 2007-06-13
Abstract: The aryl or hetarylamide derivative is new. The aryl or hetarylamide derivative of general formula (I), its isomer, diastereomer, enantiomer, salt or cyclodextrin clathrate, is new. A : aryl, preferably phenyl or naphthyl or hetero aryl residue, which is substituted with one or multiple R 3>or R 4>as per requirement; R 1>H, 1-6C alkyl residue, which is substituted as per requirement; R 2>H, halogen, cyano, 1-4C-alkoxy residue or 1-6C-alkyl, -S(O) q-CH 3, where q=0-2; R 3>H, halogen, amino, -S(O) p-C 1-C 6-alkylgroup, where p=0-2, 1-6C-acyl, NH-CO-NH 2, -O-CO-NH(C 1-C 6-alkyl), -O-CO-N(C 1-C 6-alkyl) 2, NH-CO-C 1-C 6-alkylresidue, 1-6C-alkyl, which is subtituted with one or multiple 1-6C-acyl, alkoxy, hydroxy, cyano, CO 2-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, 5-12C-heteroaryl, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl) or CO-N(C 1-C 6-alkyl) 2, 1-6C-alkoxy, which is subtituted with one or multiple hydroxy, cyano, CO 2-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, NH-C 3-C 6cycloalkyl, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl) or CO-N(C 1-C 6-alkyl) 2, O-C 6-C 12-aryl, CH 2O-C 6-C 12-aryl or O-C 5-C 16 heteroaryl, which is subtituted with hydroxy, cyano, COOH or CO-NH 2as per requirement, hydroxy, cyano, O-CO-(C 1-C 6-alkyl), CO-NH(C 5-C 12-heteroaryl), NH-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, 6-12C-aryl, which is subtituted with one or multiple halogen atoms, 1-6C-alkyl, 3-6C-cycloalkyl, 1-6C-acyl, 1-6C-alkoxy, 6-12C-aryl, 5-12C-heteroaryl, hydroxy, CH 2-OH, cyano, CH 2-CN, amino, CO 2-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, NHSO 2CH 3, SO 2NH 2, SO 2NH(C 1-C 6-alkyl), SO 2N(C 1-C 6-alkyl) 2, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl), CO-N(C 1-C 6-alkyl) 2, CO-NH(C 5-C 12-heteroaryl), NHCO(C 1-C 6-alkyl), CH 2-NH-CO(C 1-C 6-alkyl), NH-CO(C 5-C 12-heteroaryl), CH 2-NH-CO(C 5-C 12-heteroaryl), styryl or -S(O) r-CH 3, where r=0-2 or is subtituted with -O-CH 2-O- or -O-C(CH 3) 2-O- at two neighbouring positions, monocyclic 5-7C-heteroaryl, which is subtituted with one or multiple halogen atoms, CF 3, 1-6C-acyl, 1-6C-alkoxy, hydroxy, CH 2-OH, cyano, CO 2-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl) or CO-N(C 1-C 6-alkyl) 2, bi- or tricyclic 8-12C-heteroaryl, which is subtituted with one or multiple halogen atoms, 1-6C-alkyl, acyl, alkoxy, hydroxy, cyano, CO 2-(C 1-C 6-alkyl), N-(C 1-C 6-alkyl) 2, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl) or CO-N(C 1-C 6-alkyl) 2, O-CO-S-, -S-CO-O-, CH2-CO-O-, O-CO-CH2-, -CH2-CO-NH-, -NH-CO-CH2-, -O-CO-NH, -NH-CO-O-, -CO-CH 2-(CH 2) m, -CH 2-(CH 2) m-CO-, -O-(CH 2) m-O-, -O-C-(CH 3) 2-O- or -CH 2-(CH 2) m-CH 2-, where m=1-3, or 3-6C-cycloalkyl, which is subtituted with one or multiple halogen atoms, 1-6C-alkyl, hydroxy, cyano, CO 2-(C 1-C 6-alkyl), C 1-C 6-acyl, N-(C 1-C 6-alkyl) 2, COOH, CO-NH 2, CO-NH(C 1-C 6-alkyl), CO-N(C 1-C 6-alkyl) 2or 1-6C-alkoxy; R 4>same as variable group R 3>; and Y' : -(CH 2) n-, where n=1-3. Provided that: (A) when R 2>=cyano or R 1>,R 2>=1-6C-akyl residue, where one residue is simply substituted and R 4>=1-6C-acyl, -O-CO-NH(C 1-C 6-alkyl), -O-CO-N(C 1-C 6-alkyl) 2, C 6-C 12-aryloxy, 5-16C-heteroaryloxy, hydroxy, cyano, N-(C 1-C 6-alkyl) 2or -S(O) p-C 1-C 6-alkyl, where p=0-2, then R 3>=monocyclic 5-7C-heteroaryl, which is subtituted with one or multiple 1-6C-alkyl; and (B) when R 2>=cyano or R 1>,R 2>=1-6C-akyl residue, where one residue is simply substituted, then R 4>=monocyclic 5-7C-heteroaryl, which is subtituted with one or multiple 1-6C-alkyl. [Image] ACTIVITY : Gynecological; Analgesic; Contraceptive; Osteopathic; Cytostatic. MECHANISM OF ACTION : E-prostanoid 2 (EP 2) receptor antagonist. Test details are described but no results for the compounds of the claims are given.