The Open Organic Chemistry Journal

2010, 4 : 8-14
Published online 2010 August 27. DOI: 10.2174/1874095201004010008
Publisher ID: TOOCJ-4-8

Hydrazide-Hydrazones in the Synthesis of 1,3,4-Oxadiazine, 1,2,4-Triazine and Pyrazole Derivatives with Antitumor Activities

Rafat M. Mohareb , Rehab A. Ibrahim and Hosam E. Moustafa
Faculty of Pharmacy, Organic Chemistry Department, October University of Modern Sciences & Arts, October City, A. R. Egypt.

ABSTRACT

The reaction of cyanoacetyl hydrazine (1) with the α-haloketones 2a-2c in 1,4-dioxane afforded the hydrazidehydrazone derivatives 3a-3c. The latter products were used in a series of heterocyclization to give 1,3,4-oxadiazine, 1,2,4- triazine and pyrazole derivatives. All compounds synthesized through this work are new products and their antitumor evaluation towards three human tumor cell lines representing different tumor types, namely, breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268). Some of the synthesized products showed high inhibitory effect towards the three cell lines.

Keywords:

Antitumor, hydrazide-hydrazone, 1,3,4-oxadiazine.