Cyclopropylmethyl piperazines, the process for preparing the same and their use in therapeutics

US4474783A · kind A · utility

Assignee

• Innothera · FR

Inventors

• Max Robba · Paris, FR
• Michel E. Aurousseau · Paris, FR

Key dates

• Filing date: Sep 25, 1981
• Grant date: Oct 2, 1984
• Expiry date: Sep 25, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D317/68
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A compound having the formula ##STR1## in which R is hydrogen or alkyl having 1 to 4 carbon atoms; R.sub.1 is hydrogen, alkyl having 1 to 5 carbon atoms, cycloalkylmethyl in which the cycloalkyl group has from 3 to 6 carbon atoms, 2-hydroxyethyl, alkoxycarbonyl in which the alkoxy group has 1 or 2 carbon atoms, 2-carboxypropyl, N-benzyl-2-carbamoyl propyl, phenyl, phenyl substituted by methoxy, trifluoromethyl or acetyl, benzyl, benzyl substituted by halogen, benzoyl, benzoyl substituted by three methoxy groups, 3,5-dimethoxy-4-acetoxy or 3,5-dimethoxy-4-ethoxycarbonyloxy, cinnamoyl, cinnamoyl in which the phenyl ring is substituted with trifluoromethyl or by one or more methoxy groups, phenoxyacetyl, phenoxyacetyl in which the phenyl ring is substituted with halogen or methoxy, and ##STR2## in which m is 2 or 3 and R.sub.2 and R.sub.3 are identical and are alkyls having 1 to 3 carbon atoms; A is a pharmaceutically acceptable compound selected from the group consisting of inorganic acids, organic acids, alkyl halides and aryl halides; and n is 0, 1, 2 or 3; The compounds are useful in the treatment of cardiac disease symptomized by low cardiac flow.