Citation: SHEN Kun, PENG Jun-Mei, LI Wan, YAN Xiao-Wei, HU Ai-Xi. Synthesis, Crystal Structure and Antitumor Activity of N-(4-tert-butyl-5-(4-chlorobenzyl)thiazol-2-yl)-2,6-difluorobenzamide[J]. Chinese Journal of Structural Chemistry, ;2014, 33(6): 855-858. shu

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

1.
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China

Corresponding author: HU Ai-Xi,
Received Date: 28 November 2013
Available Online: 6 March 2014
Fund Project: Project supported by the National Technology R&D Program (No. 2011 BAE06B01) (No. 2011 BAE06B01)

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)Å, Z=4, V=2011.5(4)Å³, M_r=420.89, D_c=1.390 g/cm³, S=1.023, μ=0.326 mm^-1, F(000)=872, the final R=0.0365 and wR=0.0880 for 6101 observed reflections (I>2σ(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 μmol/mL against the Hela cell line.
- N-(4-tert-butyl-5-(4-chlorobenzyl)thiazol-2-yl)-2,6-difluorobenzamide,
- synthesis,
- crystal structure,
- antitumor activity
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