Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole-alkanoic acid derivatives as inhibitors of PLA2 and lipoxygenase

US5229516A · kind A · utility

Assignee

• Amerimas Home Products, Inc. · US

Inventors

• John H. Musser · Alameda, US
• Anthony Kreft · Langhorne, US
• Amedeo A. Failli · Princeton Junction, US
• Christopher A. Demerson · Plainsboro, US
• Uresh Shantilal Shah · Plainsboro, US
• James A. Nelson · Washington Crossing, US

Key dates

• Filing date: Jul 10, 1992
• Grant date: Jul 20, 1993
• Expiry date: Jul 10, 2012

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D491/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

There are disclosed compounds of the formula EQU A(CH.sub.2).sub.n O-B wherein PA1 A is C.sub.4 -C.sub.8 alkyl, phenoxyethyl, phenoxyphenyl or a group having the formula ##STR1## wherein ##STR2## R.sup.1 is hydrogen, lower alkyl, phenyl or phenyl substituted with trifluoromethyl; PA2 R.sup.2 is hydrogen or lower alkyl; or PA2 R.sup.1 and R.sup.2 taken together form a benzene ring; PA2 R.sup.3 is hydrogen or lower alkyl; PA1 n is 1-2; PA1 B is ##STR3## wherein ##STR4## m is 0-3; R.sup.5 is ##STR5## or phenyl or phenyl substituted by halo, lower alkylthio, lower alkylsulfinyl or lower alkylsulfonyl; PA2 R.sup.6 is A(CH.sub.2).sub.n O-- or halo; with the proviso that when R.sup.6 is halo, R.sup.5 is ##STR6## R.sup.7 is lower alkyl; Y is --CH.sub.2 -- or --O--; PA2 R.sup.8 is lower alkyl or --(CH.sub.2).sub.m CO.sub.2 R.sup.3 ; PA2 R.sup.9 is ##STR7## or --CH.sub.2 R.sup.10 ; R.sup.10 is lower alkyl, phenyl, phenyl substituted with carboxy, halo, loweralkylthio or loweralkylsulfinyl, pyridyl, furanyl or quinolinyl; PA2 R.sup.11 is lower alkyl or phenyl; PA2 Z is hydrogen, lower alkyl or --N(CH.sub.3)OH; and the pharmacologically acceptable salts thereof, and their use in the treatment …