M. A. Abdallah, Sobhi M. Gomha, Mahmoud A. Morad
Mar 1, 2017
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Journal of Heterocyclic Chemistry
Abstract
2-Hydrazino-5,7-di-p-tolylpyrido[2,3-d]pyrimidin-4(3H)-one () was prepared and condensed with different aldehydes to give the corresponding hydrazone derivatives . Oxidative cyclization of the latter compounds gave the corresponding pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidin-5(1H)-ones . Furthermore, compound reacted with benzoyl chloride, triethyl orthoformate, acetyl chloride, ethyl chloroformate, and carbon disulphide in alcoholic KOH solution to afford the corresponding pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidinones (, ). The reaction of thione or its 2-methylthio derivative with hydrazonoyl halides yielded the corresponding pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidinones . The structures of all the products were confirmed by elemental and spectral analyses (1H NMR, 13C NMR, IR, and MS). In addition, the anticancer activity of 20 pyridotriazolopyrimidinones against two cancer cell lines namely MCF-7 and HepG2 was evaluated, and the results revealed that compounds and have promising activity, compared with doxorubicin, which used as standard reference drug.