Synthesis, Crystal Structure and Antitumor Activity of N-(4-tert-butyl-5-(4-chlorobenzyl)thiazol-2-yl)-2,6-difluorobenzamide

The title compound was synthesized by the reaction of 4-tert-butyl-5-(4-chlorobenzyl)-2-aminothiazole with 2,6-difluorobenzoic acid. The crystal structure of the title compound, C21H19ClF2N2OS, was determined by single-crystal X-ray diffraction. The crystal belongs to the triclinic system, space group Pbca with a= 12.6479(13), b = 13.1204(13), c = 14.1341(15) angstrom, Z= 4, V = 2011.5(4) angstrom(3), M-r = 420.89, D-c = 1.390 g/cm(3), S = 1.023, mu= 0.326 mm(-1), F(000) = 872, the final R = 0.0365 and wR = 0.0880 for 6101 observed reflections (I> 2 sigma(I)), and R = 0.0507, wR = 0.0978 for 7779 independent reflections. X-ray crystal structure displays that the hydrogen bonding interactions observed link the molecules to form a dimeric unit. The preliminary biological test of the title compound shows good antitumor activity, with IC50 of 0.046 mu mol/mL against the Hela cell line.