Patent ID: 7015220
Filing Date: 2006-03-21
Classification: A61K,A61P,C07D

Abstract:
1. A compound represented by the general formula I wherein R 1 is selected from the group consisting of fluoro, chloro, CN, C 1 to C 4 alkyl and aryl; R 2 is selected from the group consisting of hydrogen, C 1 to C 8 alkyl, COCH 3 , CH 2 CH 2 OH and CH 2 CH 2 CH 2 OH; R is selected from the group consisting of D, halogen, C 1 to C 8 alkyl, CF 3 , OCF 3 , OCF 2 H, CH 2 CN, CN, SR 2 , (CR 7 R 8 ) c C(O)OR 2 , C(O)N(R 2 ) 2 , (CR 7 R 8 ) c OR 2 , HNC(O)R 2 , HN—C(O)OR 2 , (CR 7 R 8 ) c N(R 2 ) 2 , SO 2 (CR 7 R 8 ) c N(R 2 ) 2 , OP(O)(OR 2 ) 2 , OC(O)OR 2 , OCH 2 O, HN—CH═CH, —N(COR 2 )CH 2 CH 2 , HC═N—NH, N═CH—S, (CR 7 R 8 ) c —R 6 and NR 2 (CR 7 R 8 ) d R 6 wherein R 6 is selected from the group consisting of halogen, dilower alkylamino, piperidinyl, 3-fluoropyrrolidinyl, 3-fluoropiperidinyl, 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 3-pyrrolinyl, pyrrolidinyl, methyl isonipecotate, N-(2-methoxyethyl)-N-methylamyl, 1,2,3,6-tetrahydropyridinyl, morpholinyl, hexamethyleneiminyl, piperazinyl-2-one, piperazinyl, N-(2-methoxyethyl)ethylaminyl, thiomorpholinyl, heptamethyleneiminyl, 1-piperazinylcarboxaldehyde, 2,3,6,7-petrahydro-(1H)-1,4-diazepinyl-5(4H)-one, N-methylhomopiperazinyl, (dimethylamino)pyrrolidinyl, N-(2-methoxyethyl)-N-propylaminyl, isoindolinyl, nipecotamidinyl, isonipecotamidinyl, 1-acetylpiperazinyl, 3-acetamidopyrrolidinyl, trans-decahydroisoquinolinyl, cis-decahydroisoquinolinyl N-acetylhomopiperazinyl, 3-(diethylamino)pyrrolidinyl, 1,4-dioxa-8-azaspiro[4.5]decanyl, 1-(2-methoxyethyl)-piperazinyl, 2-pyrrolidin-3-ylpyridinyl, 4-pyrrolidin-3-ylpyridinyl, 3-(methylsulfonyl)pyrrolidinyl, 3-picolylmethylaminyl, 2-(2-methylaminoethyl)pyridinyl, 1-(2-pyrimidyl)-piperazinyl, 1-(2-pyrazinyl)-piperazinyl, 2-methylaminomethyl-1,3-dioxolane, 2-(N-methyl-2-aminoethyl)-1,3-dioxolane, 3-(N-acetyl-N-methylamino)pyrrolidinyl, 2-methoxyethylaminyl, tetrahydrofurfurylaminyl, 4-aminotetrahydropyran, 2-amino-1-methoxybutane, 2-methoxyisopropylaminyl, 1-(3-aminopropyl)imidazole, histaminyl, N,N-diisopropylethylenediaminyl, 1-benzyl-3-aminopyrrolidyl 2-(aminomethyl)-5-methylpyrazinyl, 2,2-dimethyl-1,3-dioxolane-4-methanaminyl, (R)-3-amino-1-N-BOC-pyrrolidinyl, 4-Amino-1,2,2,6,6-pentamethylpiperidinyl, 4-aminomethyltetrahydropyran, ethanolamine and lower alkyl-substituted derivatives thereof and wherein when c is 1 said CH and CH 2 CH 2 CH 2 ; provided said alkyl or phenyl radicals may be substituted with one or two halo, hydroxy or lower alkyl amino radicals and wherein R 7 and R 8 are selected from the group consisting of H, F and C 1 –C 4 alkyl or CR 7 R 8 may represent a carbocyclic ring of from 3 to 6 carbons; b is 0 or an integer of from 1 to 3; a is 0 or an integer of from 1 to 5; c is 0 or an integer of from 1 to 4; d is an integer of from 1 to 5; the wavy line represents a E or Z bond and pharmaceutically acceptable salts thereof; provided however said compound is not 3-Phenylaminomethylene-1,3-dihydro-indol-2-one 3-[(3-Bromo-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-[(4-Bromo-phenylamino)-methyl]-1,3-dihydro-indol-2-one, 3-[(3-Bromo-phenylamino)-methyl]-1,3-dihydro-indol-2-one, 3-[(4-Ethyl-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-Ethyl-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-[(4-Methoxy-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 4-[(2-Oxo-1,3-dihydro-indol-3-ylididenemethyl)-amino]-benzoic acid ethyl ester, 3-[(2-Ethyl-phenylamino)-methylene}-1,3-dihydro-indol-2-one, 3-[(3-Fluoro-4-methyl-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-[(3-Fluoro-2-methyl-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-[(4-Hydroxy-phenylamino)-methylene]-1,3-dihydro-indol-2-one, 3-[(3-Chloro-4-hydroxy-phenylamino)-methylene]-1,3-dihydro-indol-2-one or 3-[(4-Fluoro-2-methyl-phenylamino)-methylene]-1,3-dihydro-indol-2-one.