Design, synthesis and insecticidal activities of novel anthranilic diamides containing polyfluoroalkyl pyrazole moiety

被引:44
作者
Shi, Jian-Jun [1 ,2 ]
Ren, Gui-Hua [1 ]
Wu, Ning-Jie [3 ]
Weng, Jian-Quan [1 ]
Xu, Tian-Ming [3 ]
Liu, Xing-Hai [1 ]
Tan, Cheng-Xia [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
[2] Huangshan Univ, Sch Chem & Chem Engn, Huangshan 245041, Peoples R China
[3] Zhejiang Res Inst Chem Ind, Zhejiang Base Natl Southern Pesticide Res Ctr, Hangzhou 310023, Zhejiang, Peoples R China
关键词
Polyfluoroalkyl pyrazole carboxamide; Insecticidal activity; Chlorantraniliprole; Ryanodine receptors; NEMATOCIDAL ACTIVITY; ANTIFUNGAL ACTIVITY; 1-(3-CHLOROPYRIDIN-2-YL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXAMIDE DERIVATIVES; DOCKING; SAR;
D O I
10.1016/j.cclet.2017.05.015
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In order to discover new molecules with good insecticidal activities, a series of anthranilic diamides containing polyfluoroalkyl pyrazole were designed and synthesized, and their structures were characterized by H-1 NMR and HRMS. Bioassays demonstrated that some of the title compound exhibited excellent insecticidal activities. The larvicidal activities of compound 8a, 8c, 8g, 8k and 81 against Mythimna separata Walker were 100% at 0.8 mg/L. The insecticidal activities of compound 8a, 8c, 8e, 8g, 8k and 81 against Plutella xylostella Linnaeus were 100% at 0.4 mg/L. Surprisingly compounds 8a and 8c still showed 100% larvicidal activities against Plutella xylostella Linnaeus at 0.08 mg/L comparable to the commercialized Chlorantraniliprole. The LC50 of compound 8a and 8c against M. separata is 0.048 and 0.043 mg/L respectively. (C) 2017 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:1727 / 1730
页数:4
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