ABSTRACT
Condensation of 2-acetyltetralin with ethylcyanoacetate and/or malononitrile and some aldehydes in the presence of excess of ammonium acetate afforded the respective hydroxycyanopyridines or aminocyanopyridines 1a-f and 2a-f. Treatment of 2-acetyltetralin with some sulfonylhydrazides yielded the hydrazone derivatives 3a-d, respectively, which upon treatment with thioglycolic acid gave the corresponding thiazole derivatives 4a-d, respectively. Compounds 4a-d underwent cyclocondensation with different arylidene derivatives to give the corresponding pyrane derivatives 5a-d. Upon the reaction of compounds 4a-d with some secondary amines and paraformaldehyde the corresponding Mannich bases 6a,c, 7b,d and 8a,d were obtained. Compounds 1c, 1d, 1e, 2e, 3a and 3d were evaluated as analgesic, anti-iflammatory and antipyretic agents.
Subject(s)
Analgesics, Non-Narcotic/pharmacology , Analgesics/pharmacology , Anti-Inflammatory Agents/pharmacology , Tetrahydronaphthalenes/pharmacology , Analgesics/chemical synthesis , Analgesics, Non-Narcotic/chemical synthesis , Animals , Anti-Inflammatory Agents/chemical synthesis , Female , Fever/drug therapy , Heterocyclic Compounds , Indomethacin/pharmacology , Inflammation/drug therapy , Male , Mice , Pain/drug therapy , Rats , Tetrahydronaphthalenes/chemical synthesisABSTRACT
In this work, it was of interest to synthesize new series of some 2-[(E)-2-furan-2-yl-vinyl]-quinazolin-4(3H)-ones incorporated into pyrazoline, isoxazoline, pyrimidine or pyrimidine-thione ring systems at position-3 of the quinazoline ring. The antimicrobial activity and antiinflammatory effect of some of these compounds were studied.
