Synthesis and biological evaluation of novel fused triazolo[4,3-$a$] pyrimidinones

Authors : IKHLASS ABBAS, SOBHI GOMHA, MOHAMED ELNEAIRY, MAHMOUD ELAASSER, BAZADA MABROUK

Pages : 510-531

Doi:10.3906/kim-1501-144

View : 18 | Download : 9

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The reaction of thione 3 or its 2-methylthio derivative 4 with hydrazonoyl halides 5a-l, in the presence of triethylamine, yielded the corresponding triazolo[4,3-$a$]pyrimidin-5insert ignore into journalissuearticles values(1$H);$-ones 8a-l. The structure of compounds 8a-l was further confirmed by the reaction of 3 with the appropriate active chloromethylenes 11a-c followed by coupling of the products with benzenediazonium chloride to afford the azo-coupling products 6b, f, and j, which were converted in situ to 8b, f, and j. 2-Hydrazinyl-pyrido[3`,2`:4,5]thieno[3,2-$d$]pyrimidin-4insert ignore into journalissuearticles values(3$H);$-one insert ignore into journalissuearticles values(13); was prepared and condensed with different aldehydes 14a-f to give the corresponding hydrazone derivatives 15a-f. Oxidative cyclization of the hydrazones 15a-f give the corresponding triazolo[4,3-$a$] pyrimidin-5insert ignore into journalissuearticles values(1$H);$-one derivatives 16a-f.
Keywords : The antimicrobial activity of the products was evaluated and the results revealed that compounds 8f and 15f showed strong activity against gram positive bacteria while compound 15d showed the highest activity against gram negative bacteria Moreover, co