The Synthesis and Cytotoxicity of Novel Thiophene Derivatives Derived from 2-(4-Oxo-4,4-Dihydrothiazol-2-yl) Acetonitrile

Eman M.  Samir; Faten I.  Hamed; Amr S.  Abouzied

doi:10.4236/ijoc.2016.62009

Eman M. Samir¹^*, Amr S. Abouzied^1,2, Faten I. Hamed¹

Abstract: The reaction of the 2-(4-oxo-4,4-dihydrothiazol-2-yl)acetonitrile 1 with cyaclopentanone (2) afforded the condensed product 3. The latter underwent a series of heterocyclizations through its reaction with different reagents. Moreover, compound 1 underwent the Gewald’s thiophene to afford compounds 15 and 17. The reaction of either hydrazine hydrate or phenylhydrazine with compound 17 gave the hydrazide derivatives 19a and 19b, respectively. The cytotoxicity of the newly synthesized products was measured towards the three cancer cell lines MCF-7, NCI-H460 and SF-268. The study showed that compounds 3, 5, 9c, 11, 13a, 13c, 17 and 19b were the most active compounds towards the three cancer cell lines.

Keywords: Thiazole, Cyclopentanone, Thiophene, Hydrazide, Cytotoxicity

Cite this paper: Samir, E. , Abouzied, A. and Hamed, F. (2016) The Synthesis and Cytotoxicity of Novel Thiophene Derivatives Derived from 2-(4-Oxo-4,4-Dihydrothiazol-2-yl) Acetonitrile. International Journal of Organic Chemistry, 6, 85-94. doi: 10.4236/ijoc.2016.62009.

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