Synthesis, Crystal Structure and DNA Interaction Study of 3-(2-(3,5-Diphenyl-4,5-dihydropyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-one

A new compound 3-(2-(3,5-diphenyl-4,5-dihydropyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-one was synthesized by cyclocondensation of 3,5-diphenyl-4,5-dihydropyrazole-1-carbothioamide with 3-(2-bromoacetyl)-2H-chromen-2-one in ethanol at reflux for 2 hrs. The compound was characterized by IR, H-1-NMR, C-13-NMR and single-crystal X-ray diffraction analysis. The newly synthesized compound (C27H19N3O2S) crystallizes in the triclinic system, space group P (1) over bar with a = 5.2476(6), b = 18.289(2), c = 23.115(3) angstrom, alpha = 93.546(7), beta = 94.715(6), gamma = 92.347(7)degrees, V = 2204.3(4) angstrom(3), Z = 4, M-r = 449.51, crystal size = 0.38mm x 0.22mm x 0.16mm, (I > 2 sigma(I)) = 35317, 9736, 3785, R-int = 0.081, (Delta rho)(max) = 0.19 and (Delta rho)(min) = -0.24 e.angstrom(-3). DNA interaction studies revealed that the target compound strongly interacts with DNA through an intercalation binding mode and the binding constant of the compound is 7.45 x 10(4) M-1.