SYNTHESIS OF IMIDAZO[2,1-<i>b</i>][1,3]THIAZOLES – POTENTIAL ANTICANCER AGENTS DERIVED FROM γ-BROMODIPNONES
DOI:
https://doi.org/10.1007/5647Keywords:
2-aminothiazole, γ-bromodipnone, imidazo[2, 1-b]thiazole, antitumor activity.Abstract
We propose a new method for assembling the imidazo[2,1-b][1,3]thiazole system, based on the reaction of (2Z)-1,3-diaryl-4-bromobut-2en-1-one derivatives with 2-aminothiazoles. The outcome of this reaction depends on the structure of the starting bromo ketone: when electron-withdrawing substituents are present in the structure of the ketone, a competing reaction occurs, which leads to the formation of 2,5-diarylfurans. Screening for antitumor activity has been performed in the case of 1-phenyl-2-(6-phenyl-5,6-dihydroimidazo[2,1-b]-thiazol-6-yl)ethanone and this compound has shown moderate ability to suppress the growth of kidney cancer cells, with a weaker effect on the cell lines of prostate cancer, colon cancer, and leukemia.