发明名称 CARBOXAMIDOTHIAZOLE DERIVATIVES, PREPARATION, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
摘要 1. Compound of formula: in which: R6a is a chlorine or a methyl; R10, R11 and R13 are independently of each other, hydrogen, methyl, ethyl, hydroxyl, acetyloxy, methoxy, ethoxy, methylthio, trifluoromethyl or amino group or a halogen; with the limitation that one or two of the substituents R10, R11 and R13 are other than hydrogen; as well as the salts and solvates thereof. 2. Compound according to Claim 1, of formula: in which: one or two of the substituents R10a, R11a and R13a are a methyl, a methoxy, a chlorine, a fluorine or a trifluoromethyl, the other(s) being hydrogen, as well as the salts and solvates thereof. 3. Compound according to Claim 2, chosen from: 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-methylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5,7-dimethylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4-methoxyindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4-methylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4,5-dimethylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-methoxyindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-chloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4,5-dichloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4,7-dimethylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4,5-dimethoxyindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-7-methoxyindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-7-methylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5,7-dichloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4,7-dimethoxyindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-methoxy-7-methylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-methyl-7-chloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-chloro-7-methylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-chloro-7-fluoroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4-methyl-7-chloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4-methyl-5-chloroindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-chloro-7-trifluoromethylindole-1-acetic acid; 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-4-methoxy-7-methylindole-1-acetic acid; as well as the salts and solvates thereof. 4. Compound according to Claim 3, wherein the compound is 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5-methylindole-1-acetic acid, as well as the salts and solvates thereof. 5. Compound according to Claim 3, wherein the compound is 2-(4-(4-chloro-2,5-dimethoxyphenyl)-5-(2-cyclohexylethyl)thiazol-2-ylcarbamoyl)-5,7-dimethylindole-1-acetic acid, as well as the salts and solvates thereof. 6. A process for the preparation of a compound of formula (Ib) according to Claim 1, and salts and solvates thereof, which comprises the following steps: a) condensation a 2-aminothiazole of formula: in which: R1 is a substituted phenyl group of formula: with R6 being a chlorine or a methyl and R2 is with an acid of formula: R'3COOH, in which R'3 is a functional derivative of with a protected form of the said acid function, and R10, R11 and R13 being as defined in Claim 1; b) converting the compound thus obtained into a compound of formula (Ib) by deprotection of the protected acid function; and c) isolating the compound of formula (Ib) thus obtained, in its current form or in the form of one of the salts or solvates thereof. 7. A pharmaceutical composition containing an effective dose of at least one compound of formula (Ib) according to any of Claim 1-5, or one of the pharmaceutically acceptable salts, solvates or hydrates thereof. 8. A use of compound according to any of Claim 1-5 for obtaining medicaments for combating diseases whose treatment requires stimulation of the cholecystokinin CCK-A receptors. 9. A use according to Claim 8 for obtaining medicaments for treatment of disorders of the gastrointestinal system. 10. A use according to Claim 8 for obtaining medicaments for treatment of disorders of the central nervous system. 11. A use of compound according to any of Claim 1-5 for obtaining medicaments suitable for treatment of obesity. 12. A use of compound according to any of Claim 1-5 for obtaining medicaments suitable for treatment of irritable colon syndrome. 13. A use of compound according to any of Claim 1-5 for obtaining medicaments suitable for treatment of dyskinesia.
申请公布号 EA003093(B1) 申请公布日期 2002.12.26
申请号 EA20000000334 申请日期 1998.09.18
申请人 SANOFI-CENTELABO 发明人 BRODIN, ROGER;BOIGEGRAIN, ROBERT;BIGNON, ERIC;MOLIMARD, JEAN-CHARLES;OLLIERO, DOMINIQUE
分类号 C07D417/12;A61K31/405;A61K31/425;A61K31/427;A61K31/44;A61P1/00;A61P1/06;A61P3/04;A61P25/00;A61P43/00;C07D;C07D209/42;C07D277/46;C07D417/00;C07D417/02;C07D417/04;C07D417/14;C07D471/04 主分类号 C07D417/12
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