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

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...

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Published inChemical papers Vol. 71; no. 5; pp. 921 - 928
Main Authors Zhao, Wen, Shen, Zhong-Hua, Xing, Jia-Hua, Yang, Guo, Xu, Tian-Ming, Peng, Wei-Li, Liu, Xing-Hai
Format Journal Article
LanguageEnglish
Published Cham Springer International Publishing 01.05.2017
Springer Nature B.V
Subjects
Biochemistry
Biotechnology
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Derivatives
Docking
Fluorination
Hydrogen bonds
Industrial Chemistry/Chemical Engineering
Materials Science
Medicinal Chemistry
NMR
Nuclear magnetic resonance
Original Paper
Pyrazole
Docking
Synthesis
Trifluoromethylpyrazole
Nematocidal activity
Flexible chain
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Summary: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.
ISSN:2585-7290
0366-6352
1336-9075
DOI:10.1007/s11696-016-0012-8