Synthesis, Structural Characterization and Anticancer Activity of New 5-Trifluoromethyl-2-thioxo-thiazolo[4,5- d ]pyrimidine Derivatives.

Thiazolo[4,5- d ]pyrimidine derivatives are considered potential therapeutic agents, particularly in the development of anticancer drugs. In this study, new 7-oxo-( 2a-e ), 7-chloro-( 3a-e ) and also three 7-amino-( 4a-c ) 5-trifluoromethyl-2-thioxo-thiazolo[4,5- d ]pyrimidine derivatives have been synthesized and evaluated for their potential anticancer activity. These derivatives were characterized by spectroscopic methods and elemental analysis, and the single-crystal X-ray diffraction was further performed to confirm a 3D structure for compounds 2e and 4b . The antiproliferative activity evaluation of twelve new compounds was carried out on a variety of cell lines including four human cancer (A375, C32, DU145, MCF-7/WT) and two normal cell lines (CHO-K1 and HaCaT). Four of them ( 2b , 3b , 4b and 4c ) were selected by the National Cancer Institute and evaluated for their in vitro anticancer activity using the NCI-60 screening program. 7-Chloro-3-phenyl-5-(trifluoromethyl)[1,3]thiazolo[4,5- d ]pyrimidine-2(3 H )-thione ( 3b ) proved to be the most active among the newly synthesized compounds.