Synthesis and Evaluation of Quinazolinone Derivatives for Cardiovascular Activity

Abstract

3-(ethylacetylamino)-2-methylmono substituted quin- azolin-4(3H)-ones (compounds 1-2) were prepared by the reaction of ethylchloroacetate with 3-amino-2-methylmono- substituted quinazolin-4(3H)-one in dry acetone in the presence of anhydrous K2CO3. Compounds 1-2, on reaction with hydrazine hydrate (99-100%) in methanol gave 3- (hydrazinoacetylamino)-2-methylmono substitutedquinazolin-4 (3H) -ones (comp-ounds 3-4), which on reaction with different aromatic aldehyde gave 3- (substitutedarylidene) hydrazine- oacetylamino-2-methylmono substitutedquinazolin-4 (3H) - ones (compounds 5-14). These compounds (5-14) on reaction with substituted benzene diazonium chloride yielded 3- [(acetylamino-2-methylmono substitutedquinazol in-4(3H)- onyl)]-1'- (substitutedphenyl)-3'- (substitutedaryl)- formazans (compounds 15-24). These compounds on oxidation with H2O2, ferrous sulphate and H2SO4 showed intramolecular cycli- zation to give 2' - (substitutedaryl) - 4'-[3-(acetylamino)-2- methyl-mono substituted quinazolin-4(3H)-onyl)]-5'-(sub-stitu- tedphenyl)-tetrazolinum chloride (compounds 25-34).