Design, Synthesis and Antiproliferative Activity of Novel Heterocycles from 6-Iodo-2-phenyl-4<i>H</i>-benzo[<i>d</i>][1,3]thiazine-4-thione
Abstract
The present work is dedicated to utilize the reactivity of 6-iodo-2-phenyl-4H-benzo[d][1,3]thiazine-4-thione to motivate new different heterocyclic systems namely, quinazoline-4(3H)-thione,benzimidazol-2(3H)-one, pyrazole and thiadiazole derivatives which have been structurally characterized with spectroscopic data such as IR, 1HNMR and mass spectra. The synthesized compounds were evaluated for the anticancer activity against HePG-2 and MCF-7 cell lines. 1-(3,5-Dimethyl-1H-pyrazol-1-yl)-2-(6-iodo-2-phenyl-4-thioxoquinazolin-3(4H)-yl)ethanone and ethyl 3-(2-(2-(6-iodo-2-phenyl-4-thioxoquinazolin-3(4H)-yl)acetyl)hydrazono)butanoate showed the highest cytotoxic activities against the two cell lines comparable to that of the reference compound doxorubicin. Most of the synthesized compounds also exhibited good cytotoxic activity.