Utility of 2-(4,5-dihydro-4-oxothiazol-2-yl)acetonitrile in the synthesis of fused heterocyclic derivatives with anti-tumor activities

[摘要] 2-(4,5-Dihydro-4-oxothiazol-2-yl)acetonitrile ( 1 ) was reacted with acetophenone ( 2 ) to give 2-(4,5-dihydro-4-oxothiazol-2-yl)-3-phenylbut-2-enenitrile ( 3 ). The reactivity of product 3 towards aromatic aldehydes 4a–d , cyanomethylene reagents 6a,b , aryl diazonium salts 10a–d , phenylisothiocyanate and elemental sulfur was studied. Some of the newly synthesized compounds were used to synthesize fused derivatives. The anti-tumor evaluation of selected compounds against three cancer cells namely breast adenocarcinoma (MCF-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268) showed that some of them have a high inhibitory effect and compound 19 was found to be more active than the standard on NCI-H460 and SF-268.

[学科分类] 内科医学

[关键词] anti-tumor;pyrazole;pyridazine;thiazole