1-Phenylpiperazines

US4267328A · kind A · utility

Assignee

• Synthelabo · FR

Inventors

• Henry Najer · Paris, FR
• Philippe Manoury · L'Haÿ-les-Roses, FR

Key dates

• Filing date: Jul 27, 1979
• Grant date: May 12, 1981
• Expiry date: Jul 27, 1999

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D471/14
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Phenylpiperazine derivatives having the general formula (I) ##STR1## in which R.sub.1 represents a radical S(O).sub.m R.sub.3, S(O).sub.n CF.sub.3 or ##STR2## in which radicals m is 0, 1 or 2, n is 1 or 2, R.sub.3 is an alkyl radical having 1 to 10 carbon atoms and R.sub.4 and R.sub.5 independently represent a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms, or the N atom, R.sub.4 and R.sub.5 together form a heterocyclic ring, which can contain another hetero-atom, and R.sub.2 represents a hydrogen atom, the radical CH.sub.2 --CH.sub.2 --OH or a radical of formula CH.sub.2 --CH.sub.2 --O--COR.sub.6, CH.sub.2 --CH.sub.2 --O--CONHR.sub.6 or CH.sub.2 --CH.sub.2 --O--R.sub.6 in which radicals R.sub.6 being an alkyl radical having 1 to 6 carbon atoms and their pharmaceutically acceptable acid addition salts are useful psychotropic agents and analgesics. Compounds in which R.sub.1 is --SCH.sub.3 and simultaneously R.sub.2 is H are not part of the invention. These derivatives can be prepared by reacting an aniline derivative of formula ##STR3## with a compound of formula ##STR4## in which X represents a halogen atom or OH, alkyl--SO.sub.3 or aryl--SO.sub.3 group or the two X …