Citation: SUN Hai-Yan. Synthesis, Crystal Structure and Antiproliferative Activity of 2-(((5-(((5,7-Dimethyl-[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)thio)methyl)-4-phenyl- 4H-1,2,4-triazol-3-yl)thio)methyl)-4H-chromen-4-one Methanol Solvate[J]. Chinese Journal of Structural Chemistry, ;2014, 33(10): 1467-1471. shu

Synthesis, Crystal Structure and Antiproliferative Activity of 2-(((5-(((5,7-Dimethyl-[1,2,4]triazolo-[1,5-a]pyrimidin-2-yl)thio)methyl)-4-phenyl- 4H-1,2,4-triazol-3-yl)thio)methyl)-4H-chromen-4-one Methanol Solvate

SUN Hai-Yan

1.
Nanjing College of Chemical Technology, Nanjing 210048, China

Received Date: 12 June 2014
Available Online: 11 July 2014
Fund Project: Supported by the Natural Science Foundation of Jiangsu Province (No. BK2011088) (No. BK2011088)

The novel crystal of the title compound 2-(((5-(((5,7-dimethyl-[1,2,4]triazolo-[1, 5-a]-pyrimidin-2-yl)thio)methyl)-4-phenyl-4H-1,2,4-triazol-3-yl)thio)methyl)-4H-chromen-4-one methanol solvate (C₂₇H₂₅N₇O₃S₂, M_r=559.66) has been prepared and its structure was determined by single-crystal X-ray diffraction. The crystal belongs to the monocline system, space group P2₁/c with a=11.9879(9), b=14.0743(10), c=15.9706(11) Å, β=98.509(2)°, V=2664.9(3) Å³, Z=4, D_c=1.395 g/cm³, F(000)=1168, μ=0.116 mm^-1, MoKa radiation (λ=0.71073), R=0.0652, and wR=0.1425 for 5220 observed reflections with I>2σ(I). X-ray diffraction analyses reveal that the molecule adopts a C-shape. The planes of the benzopyrone and triazolopyrimidine were nearly parallel to each other, with a dihedral angle of 1.21(3)°. Intramolecular and intermolecular hydrogen bonds together with π-π interations are found to exist in the structure. The results of MTT assay indicate that the title compound displays excellent antiproliferative activity against two human cancer cell lines.
- flavonoid,
- 1,2,4-triazolo[1,5-a]pyrimidine,
- single-crystal X-ray diffraction,
- crystal structure,
- synthesis,
- antiproliferative activity
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