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Synthesis and herbicidal activity of new pyrazole ketone derivatives

A series of pyrazole derivatives was designed according to prodrug strategy. These compounds were synthesized via eight steps and their structures were confirmed by 1 H NMR spectroscopy and MS. The preliminary herbicidal bioassay results indicated that the title pyrazole ketone compounds exhibited l...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2020-10, Vol.196 (2), p.200-205
Main Authors: Fu, Qing, Kang, Sheng-Jie, Zhong, Liang-Kun, Chen, Jie, Tan, Cheng-Xia, Weng, Jian-Quan, Xu, Tian-Ming, Liu, Xing-Hai
Format: Article
Language:English
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Summary:A series of pyrazole derivatives was designed according to prodrug strategy. These compounds were synthesized via eight steps and their structures were confirmed by 1 H NMR spectroscopy and MS. The preliminary herbicidal bioassay results indicated that the title pyrazole ketone compounds exhibited low herbicidal activity against six weeds at 150 g/ha, which is weaker than that of the commercial HPPD herbicide topramezone. The docking results showed that the binding mode of the key intermediate (3-(2-(2-fluorophenoxy)ethoxy)-2-methyl-4-(methylsulfonyl)phenyl)(5-hydroxy-1,3-dimethyl-1H-pyrazol-4-yl)methanone is the same as the reported inhibitor DAS689 in the complex.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2020.1828884