Citation: MURTAZA MADNI, SHAHID HAMEED, MUHAMMAD NAEEM AHMED, KHAWAJA ANSAR YASIN, MUHAMMAD NAWAZ TAHIR. 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[J]. Chinese Journal of Structural Chemistry, ;2015, 34(7): 1013-1018. doi: 10.14102/j.cnki.0254-5861.2011-0674 shu

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.
a. Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan;
b.
b. Department of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad 13100, Pakistan;
c.
c. University of Sargodha, Department of Physics, Sargodha

Received Date: 9 February 2015
Available Online: 21 April 2015
Fund Project: This work was supported by the Higher Education Commission (HEC) (HEC)

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, ¹H-NMR, ¹³C-NMR and single-crystal X-ray diffraction analysis. The newly synthesized compound (C₂₇H₁₉N₃O₂S) crystallizes in the triclinic system, space group P1 with a=5.2476(6), b=18.289(2), c=23.115(3)Å, α=93.546(7), β=94.715(6), γ=92.347(7)°, V=2204.3(4)Å³, Z=4, M_r=449.51, crystal size=0.38mm×0.22mm×0.16mm, (I>2σ(I))=35317, 9736, 3785,R_int=0.081, (Δρ)_max=0.19 and (Δρ)_min=-0.24 e·Å^-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 7.45×10⁴M^-1.
- crystal structure,
- binding constant,
- DNA interaction,
- cyclocondensation reaction,
- 1,3-thiazole
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