1-(4'-fluorophenyl)-3,5-substituted indoles useful in the treatment of psychic disorders and pharmaceutical compositions thereof

Abstract

The present invention relates to novel indole derivatives which have interesting pharmacodynamic effects indicating pronounced activity in the treatment of psychic disorders, especially psychoses and, at the same time, a low degree of undesired side effects. Moreover, the invention relates to methods for the preparation of said indole derivatives, pharmaceutical compositions containing same, and methods for the treatment of psychic disorders, especially psychoses, by administering a therapeutically active amount of one of said derivatives to a living animal body, including human beings. The novel indole derivatives of the present invention are represented by the following formula: ##STR1## wherein R is phenyl, optionally substituted with halogen, lower alkyl or trifluoromethyl, 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.sup.1 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.sup.2 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.sup.2 is the group ##STR2## wherein "n" is an integer of 2-6; X is oxygen or sulfur, or >C.dbd.X may constitute the group >CH.dbd. when Y is .dbd.N-- or .dbd.CH--; Y is oxygen, sulfur, CH.sub.2 or N R.sup.3, where R.sup.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.sub.2).sub.m --, "m" being 2 or 3, or Z is --CH.dbd.CH-- or 1,2-phenylene optionally substituted with halogen or trifluoromethyl, or Z is --CO(or S)CH.sub.2 --; U is nitrogen or carbon, provided that when R.sup.1 is chloro, A is nitrogen and R.sup.2 is methyl or cyclohexyl, R may not be phenyl; as well as their pharmaceutically acceptable acid addition salts.

Dependencies are inferred from the claim text.