1,4-Benzodiazepine derivatives, pharmaceutical compositions thereof, and process for their preparation

US4170649A · kind A · utility

Assignee

• Kali-Chemie Pharma GmbH · DE

Inventors

• Hans Liepmann · Hannover, DE
• Rolf Hueschens · Hannover, DE
• Wolfgang Milkowski
• Horst Zeugner
• Renke Budden · Hannover, DE
• Jacqueline Bahlsen · Hannover, DE

Key dates

• Filing date: Dec 5, 1978
• Grant date: Oct 9, 1979
• Expiry date: Dec 5, 1998

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P25/26
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

New 1,4-benzodiazepine derivatives are disclosed which are substituted in 2-position by cyanomethylene or carbamoylmethylene and have the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, or nitro, R.sub.2 represents hydrogen or lower alkyl, R.sub.3 represents phenyl which may be substituted by halogen or CF.sub.3, and R.sub.4 represents cyano or carbamoyl. The compounds exhibit tranquilizing activities. The cyanomethylene-compounds are prepared by oxidizing corresponding cyanomethyl compounds with Cr-VI-oxide in an acidic reaction medium. The cyanomethylene-group can subsequently be hydrolyzed into the carbamoylmethylene group.