Tetronic and thiotetronic acid derivatives as phospholipase A.sub.2 inhibitors

US5242945A · kind A · utility

Assignee

• Amerimas Home Products, Inc. · US

Inventors

• Craig E. Caufield · Plainsboro, US
• James Rinker · Reading, US

Key dates

• Filing date: Apr 12, 1991
• Grant date: Sep 7, 1993
• Expiry date: Apr 12, 2011

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D333/32
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

There are disclosed compounds of the formula: ##STR1## wherein X is --CH.sub.2 R; PA0 R is ##STR2## and further when Y=S, R may also be --(CH.sub.2).sub.e CH.sub.3 ; Y is --O--or --S--; PA0 R.sup.1 and R.sup.2 are each, independently, hydrogen or lower alkyl; PA0 R.sup.3 is indolyl, furyl, phenyl or phenyl optionally mono- or disubstituted independently by alkyl of 1-7 carbon atoms, --C(CH.sub.3).sub.3, --C(CH.sub.3).sub.2 CH.sub.2 C(CH.sub.3).sub.3, --C(CH.sub.3).sub.2 CH.sub.2 CH.sub.3, haloloweralkyl, perfluoroalkyl, lower alkoxy, aryl alkoxy, halo or nitro; PA0 R.sup.4 and R.sup.5 are, independently, --COCH.sub.2 R.sup.7, --CO.sub.2 R.sup.7, --CONHR.sup.7, geranyl or CH.sub.2 R.sup.3 ; PA0 R.sup.6 is hydrogen or lower alkyl; PA0 R.sup.7 is geranyl and any moiety selected from R other than ##STR3## A and B are, independently, --O--, --S-- or --NR.sup.6 --; and a is 0-8; PA0 b is 1-10 when Y=S, and 2-10 when Y=O; PA0 c is 1-3; PA0 d is 0-9; and PA0 e is 3-18; which by virtue of their ability to inhibit PLA.sub.2, are of use as antiinflammatory agents and there is also disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma and i…