Design, Synthesis, Biological Evaluation and SARs of Novel Anthranilic Diamides Derivatives Containing Amide, Carbamate, Urea, and Thiourea Moieties

作     者：Jingbo Liu Yuxin Li Xiulan Zhang Dandan Cheng Wei Wei Changchun Wu Yongtao Xie Lixia Xiong Zhengming Li 

作者机构：State Key Laboratory of Elemento-Organic Chemistry Collaborative hmovation Center of Chemical Science and Engineering ( Tianjin) Nankai University Tianjin 300071 China 

基　　金：the “111” Project of Ministry of Education of China 天津市自然科学基金 国家自然科学基金 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2017年第35卷第3期

页      码：368-374页

摘      要：In order to discover potential ryanodine receptor insecticides, 21 novel anthranilic diamides analogues ( C , D , E , and F ) containing amide, carbamate, urea, and thiourea moieties were designed and synthesized based on bioisosteric approach. The biological assays against oriental armyworm ( Mythimna separata ) and diamondback moth ( Plutella xylostella ) indicated that these compounds displayed moderate to excellent activities. Especially, compound D 1 showed 100% larvicidal activities against oriental armyworm at 1.0 mg•L −1 , equivalent to the standard chlorantraniliprole (100%, 1.0 mg•L −1 ). Moreover, the larvicidal activity of D 1 against diamondback moth was 100% at 0.1 mg•L −1 , more effective than that of chlorantraniliprole (90%, 0.1 mg•L −1 ). Therefore, D 1 can be used as a new lead structure for the development of insecticidal agents. The preliminary structure‐activity relationship showed that the introduction od carbamate groups into 4‐position on the benzene ring of the N ‐phenylpyrazole moiety has a positive effect on the larvicidal activities.

主 题 词：insecticidal activity SARs anthranilic diamides carbamate urea thiourea 

学科分类：07[理学] 

核心收录：

D　O　I：10.1002/cjoc.201600711

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