A Potential Fungicide against Pseudoperonospora cubensis: Design, Synthesis and 3D-QSAR of New Pyrazole-5-carboxamide Derivatives

被引：0

作者：

Wang, Lizeng ^{[1
,2
]}

Pan, Shixiang ^{[1
]}

Yang, Zhaokai ^{[1
]}

Guan, Aiying ^{[2
]}

Sun, Xufeng ^{[2
]}

Zhang, Jinbo ^{[2
]}

Li, Zhinian ^{[2
]}

Liu, Changling ^{[2
]}

Yang, Xinling ^{[1
]}

机构：

[1] China Agr Univ, Coll Sci, Innovat Ctr Pesticide Res, Dept Appl Chem, Beijing 100193, Peoples R China

[2] Shenyang Sinochem Agrochem R&D Co Ltd, State Key Lab Discovery & Dev Novel Pesticide, Shenyang 110021, Peoples R China

来源：

CURRENT ORGANIC SYNTHESIS | 2024年 / 21卷 / 01期

关键词：

Pyrazole-5-carboxamide; Diaryl ether; Synthesis; Fungicidal activity; Pseudoperonospora cubensis; 3D-QSAR; DISCOVERY;

D O I：

10.2174/1570179420666230327145745

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Background: Downy mildew is one of the major fungi causing significant economic losses to crops. The resistance of this fungus to current fungicides is increasing and new fungicides with a unique mode of action are needed.Objective: To find a novel pyrazole amide derivative as a potential fungicide.Methods: A series of pyrazole-5-carboxamide derivatives containing a diaryl ether were designed and synthesized by the Intermediate derivatization method (IDM). Their fungicidal activities against Pseudoperonospora cubensis (P. cubensis, cucumber downy mildew) were evaluated in the greenhouse.Results: Bioassays indicated that several compounds exhibited excellent fungicidal activity against P. cubensis in vivo. In particular, T24 (EC50 = 0.88 mg center dot L-1) had the highest activity compared with Dimethomorph and Fluazinam and other analogues. The relationship between the activity and the structure of these derivatives was analyzed, and an accurate and reliable three-dimensional quantitative structure-activity relationship (3D-QSAR) model was established to determine that electrostatic and steric fields had important effects on the improvement of fungicidal activity.Conclusion :The novel pyrazole-5-carboxamide derivative T24 can be considered a potential fungicide for P. cubensis control.

引用

页码：37 / 46

页数：10

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