4-Keto-4,5,6,7-tetrahydrooxindoles & 1 -carboxymethylene-2-anilino-l-cyclohexen-6-ones with potential antiinflammatory activity

Abstract

l-Aryl-4-oxo-4,5,6,7-tetrahydroindoles (1-16) have been synthesised by the condensation of cyclohexane-l,3-dione-2-acetic esters with anilines. Hydrolysis of 1-16 affords the corresponding acids( 17-32), bearing resemblance to the nonsteroidal antiinflammatory agent, diclofenac 38. Some members of both classes show antiinflammatory activity in the carragenin oedema test and analgesic activity in mouse writhing test, but are devoid of prostaglandin synthetase inhibiting property. Among these, 1-carboxymethylene-2-(4-trifluoromeihylanilino)-l-cyclohexen-6-one (20) has marginal activity in the chronic adjuvant arthritis model of inflammation.