Citation: LI Feng-Yun, ZHU Yu-Jie, FAN Zhi-Jin, XU Jing-Hua, GUO Xiao-Feng, ZONG Guang-Ning, SONG Hai-Bin, CHEN Lai, SONG Yin-Qi, QIAN Xiao-Lin, MA Liu-Yong, WANG Jia-Ran. Synthesis, Crystal Structure and Biological Activity of 2-(1-(3-Bromo-1-(3-chloropyridin- 2-yl)-1H-pyrazole-5-carbonyl)piperidin-4-yl)- N-isopropyl-1,3-thiazole-4-carboxamide[J]. Chinese Journal of Structural Chemistry, ;2015, 34(5): 659-666. doi: 10.14102/j.cnki.0254-5861.2011-0609 shu

Synthesis, Crystal Structure and Biological Activity of 2-(1-(3-Bromo-1-(3-chloropyridin- 2-yl)-1H-pyrazole-5-carbonyl)piperidin-4-yl)- N-isopropyl-1,3-thiazole-4-carboxamide

1.
State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, China

Received Date: 22 December 2014
Available Online: 19 January 2015
Fund Project: This study was funded in part by the National Natural Science Foundation of China (21372132) (21372132)NFFTBS (No.J1103306) (No.J1103306)

The title compound 2-(1-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyl)piperidin-4-yl)-N-isopropylthiazole-4-carboxamide (C₂₁H₂₂BrClN₆O₂S, M_r=536.04) has been synthesized, and its structure was characterized by IR spectra, ¹H-NMR, ¹³C-NMR, EA, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic system, space group P/c with a=15.146(3), b=11.573(2), c=26.937(5) Å, β=103.64(3)°, V=1839.0(6) Å³, Z=4, D_c=1.557 g/cm³, μ(MoKa)=0.71073 mm^-1, F(000)=2192, R=0.0601 and wR=0.1392. There exist one intramolecular hydrogen bond at N-H···N and four intermolecular weak interactions at O(2)···H(1), Cl(1)···H(12), O(1)···Cl(1) and S(1)···O(2). Bioassay results indicated that the title compound had good fungicidal and antiviral activities against tobacco mosaic virus.
- pyrazole,
- thiazole,
- crystal structure,
- biological activity
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