SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF 6-BROMO-2,3-DISUBSTITUTED-4-(3H)-QUINAZOLINONES

The title compounds, 6-bromo-2, 3-disubstituted-4(3H)-quinazolinones ( 5a-11a and 6b-8b) have been synthesized for evaluation as potential se dative-hypnotic, anti-convulsant and anti-inflammatory agents. Compoun d 5a has been synthesized by condensing yl-3-(p-ethoxycarbonyl-phenyl) -4(3H)-quinazolinone (4a) with benzylthioalcohol in the presence of po tassium carbonate. Compounds 6-8 are obtained by the condensation of 4 with the appropriate thioacid. Compounds 9-11 result from the treatme nt of 4a with the appropriate secondary amine. Superior sedative-hypno tic and anti-convulsant effects are achieved by compounds 6a-8a. On th e other hand, 6b, 7b, 8b reveal better results as anti-inflammatory ag ents than that for 6a-8a. Most of the tested compounds have been found , at least, two times as potent as aspirin in anti-inflammatory tests. An approach to the structure-activity relationship is discussed.