Analgesic 4-carboxy-pyrrolidin-2-one compound

US4476311A · kind A · utility

Assignee

• The Purdue Frederick Company · US

Inventors

• Bola V. Shetty · Rockville, US
• Arthur R. McFadden · East Brunswick Township, US
• Peter Hofer · Liestal, CH

Key dates

• Filing date: Feb 19, 1982
• Grant date: Oct 9, 1984
• Expiry date: Feb 19, 2002

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D279/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Analgesic and anti-inflammatory compounds are provided. These compounds possess the following general formula: ##STR1## wherein R=--COOR.sub.5, --CH.sub.2 CO.sub.2 H, ##STR2## wherein A and B=hydrogen, lower alkyl, hydroxy alkyl, lower alkyl amine, substituted lower alkyl amine, aminoalkyl, substituted aminoalkyl; PA0 R.sub.5 =lower alkyl; PA0 R.sub.1 =aryl, substituted aryl, aralkyl, alkyl, hydrogen, substituted aralkyl and heterocycle; PA0 R.sub.2 =aryl, substituted aryl, aralkyl, alkyl, substituted aralkyl, heterocycle, substituted heterocycle, biphenyl, substituted biphenyl, naphthyl, and substituted naphthyl; PA0 R.sub.3 =aryl, substituted aryl, hydrogen, aralkyl, substituted aralkyl, alkyl, heterocycle and substituted heterocycle; PA0 R.sub.2 and R.sub.3 together form a ring; PA0 R.sub.4 =hydrogen, phenyl, substituted phenyl, heterocycle; alkyl, substituted alkyl; or, R.sub.1 and R.sub.4 may form a ring; PA0 X=>C.dbd.O, --CH.sub.2 --; PA0 Y=--S--CHR.sub.4 --, --O--OHR.sub.4 --, --CHR.sub.4 --, --CR.sub.6 R.sub.7 --CHR.sub.4 --, ##STR3## wherein R.sub.6 =same as R.sub.4 ; PA0 R.sub.7 =same as R.sub.4 ; R.sub.6 and R.sub.7 may form a ring; and PA0 Z=hydrogen, halogen, alkyl, su…