1-substituted-4-(thiazolyl-2-)-piperazines, -piperidines and -tetrahydropyridines useful as anxiolytic, psychogeriatric, antidepressant and antischizophrenic agents

Claim 1

A compound of formula I: ##STR89## wherein R 1 and R 2 , independently, are hydrogen, (C 1-6 )alkyl, (C 3-6 )cycloalkyl, (C 3-6 )cycloalkyl(C 1-3 )alkyl, phenyl, phenyl(C 1-3 )alkyl, or R 1 and R 2 signify together trimethylene, tetramethylene or pentamethylene, optionally substituted at the same of different carbon atoms by 1 or 2 methyl groups, or R 1 and R 2 signify together --(CH 3 ) 2 C--O--C(CH 3 ) 2 --, R 1 may additionally signify trifluoromethyl; W is alkylene of 2 to 6 carbon atoms, or alkenylene or alkynylene of 4 to 6 carbon atoms, whereby the unsaturation is not adjacent to the nitrogen atoms; and R 3 is a group of formulae (a)-(n) ##STR90## m is 0 or 1, R 4 and R 4 ' independently are hydrogen or (C 1-4 )alkyl, R 5 and R 5 ' independently are hydrogen, (C 1-4 )alkyl, phenyl or phenyl(C 1-4 )alkyl, t is 4 or 5, R 6 is hydrogen or (C 1-3 )alkyl, and R 7 is hydrogen, (C 1-3 )alkyl, phenyl(C 1-3 )alkyl or phenoxy(C 1-3 )alkyl, or R 3 is a group of formula (o) ##STR91## in which R 8 is hydrogen or (C 1-3 )alkyl, R 9 is --COR 10 , --CON(R 11 )R 12 , --SO 2 R 10 or --SO 2 N(R 11 )R 12 , wherein R 10 is (C 1-6 )alkyl, (C 3-6 )cycloalkyl, phenyl or phenyl(C 1-3 )alkyl, wherein each phenyl is optionally mono- or independently di- or trisubstituted by (C 1-3 )alkyl, hydroxy, methoxy, methylenedioxy, amino, chloro, fluoro or trifluoromethyl, and R 11 and R 12 are each, independently, hydrogen or (C 1-3 )alkyl or R 11 and R 12 together signify tetramethylene or pentamethylene, provided that when W is dimethylene and R 9 is --COR 10 , wherein R 10 is 4-aminophenyl, at least one of R 1 , R 2 and R 8 is other than hydrogen, or a pharmaceutically acceptable acid addition salt thereof.