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Synthesis and nematocidal activity of novel 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives

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Abstract

A series of novel fluorinated pyrazole carboxamides derivatives were designed and synthesized. All these title compounds were confirmed by NMR, MS and elemental analysis. The primary nematicidal activity results indicated that some of them (compound 5b, 5e, 5r and 5s) exhibited 100% efficacy against the tomato root-knot nematode disease caused by Meloidogyne incognita. The docking results indicated that compound 5r interacts with amino acid residue Tyr 121 of AchE via hydrogen bond and Phe288 of AchE via CH–π interaction, respectively.

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Acknowledgements

This work was supported financially by Zhejiang Provincial Science Foundation of China (No. LY16C140007) and Research Institute Special Program of Department of Science and Technology of Zhejiang Province (No. 2015F50030).

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Authors and Affiliations

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, China

    Wen Zhao, Zhong-Hua Shen, Guo Yang & Xing-Hai Liu

  2. Zhejiang Base of National Southern Pesticide Research Centre, Zhejiang Research Institute of Chemical Industry, Hangzhou, 310023, China

    Wen Zhao, Jia-Hua Xing, Tian-Ming Xu & Wei-Li Peng

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  1. Wen Zhao
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  2. Zhong-Hua Shen
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  3. Jia-Hua Xing
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  4. Guo Yang
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  5. Tian-Ming Xu
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  6. Wei-Li Peng
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  7. Xing-Hai Liu
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Correspondence to Wei-Li Peng or Xing-Hai Liu.

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Zhao, W., Shen, ZH., Xing, JH. et al. Synthesis and nematocidal activity of novel 1-(3-chloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives. Chem. Pap. 71, 921–928 (2017). https://doi.org/10.1007/s11696-016-0012-8

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  • DOI: https://doi.org/10.1007/s11696-016-0012-8

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