EP0200322A1 — Heterocyclic compounds

USPTO Abstract

Indole derivatives of the general formula: wherein R is phenyl, optionally substituted with halogen, lower alkyl or trifluroomethyl, or a hetero aromatic group, such as 2-thienyl, 3-thienyl, 2-furoyl, 3-furoyl, 2-thiazol, 2-oxazol, 2-imidazole, 2-pyridyl, 3-pyridyl or 4-pyridyl; R' is hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, cyano, nitro, lower alkylthio, trifluoromethyl, lower alkylsulfonyl, amino, lower alkylamino or lower di-alkylamino; "A" is nitrogen or carbon, and the dotted line indicates - when A is carbon - an optional bond; R is hydrogen, cycloalkyl, lower alkyl or lower alkenyl, optionally substituted with one or two hydroxy groups, any hydroxy group present being optionally esterified with an aliphatic carboxylic acid radical having from two to twenty-four carbon atoms inclusive, or R 2 is the group wherein "n" is an integer of 2-6; X is oxygen or sulfur, or >C = X may constitute the group \CH = when Y is = N- or =CH-; Y is oxygen, sulfur, CH 2 or N R 3 , where R 3 is hydrogen or lower alkyl, lower alkenyl or a cycloalkylmethyl group, said "cycloalkyl" having from three to six carbon atoms inclusive; Z is -(CH 2 ) m -, "m" being 2 or 3, or Z is -CH=CH- or 1,2-phenylene optionally substituted with halogen or trifluoromethyl, or Z is -CO(or S)CH 2 -; U is nitrogen or carbon, provided that when R' is chloro, A is nitrogen and R 2 is methyl or cyclohexyl, R may not be phenyl; as well as their pharmaceutically acceptable acid addition salts, are described as having pronounced activity in the treatment of psychoses. Moreover, methods for the preparation of the indole derivatives of Formula 1 are described.