Design, synthesis and insecticidal activities of N-(4-cyano-1-phenyl-1H-pyrazol-5-yl)-1,3-diphenyl-1H-pyrazole-4-carboxamide derivatives
Design, synthesis and insecticidal activities of N-(4-cyano-1-phenyl-1H-pyrazol-5-yl)-1,3-diphenyl-1H-pyrazole-4-carboxamide derivatives
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DOI：
10.1039/c5ra09286h
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发表时间：
2015-01-01
期刊：
影响因子：
3.9
通讯作者：
Cao, Hai-Qun
中科院分区：
文献类型：
--
作者：
Lv, Xian-Hai;Xiao, Jin-Jing;Cao, Hai-Qun
昆虫兰尼定受体是开发新型杀虫剂的重要靶点之一。为了寻找针对兰尼定受体(RyR)的高效杀虫剂，设计并合成了一系列新型氰基取代的二苯基-1H-吡唑类化合物。它们对小菜蛾的杀虫活性表明，在4种浓度下，大部分化合物都表现出中等至高度的活性。其中，N-(4-cyano-1-(4-fluorophenyl)-1H-pyrazol-5-yl)-1-(4-fluorophenyl)-3-phenyl-1H-pyrazole-4-carboxamide(5g)在0.1 mg L-1浓度下对小菜蛾有84%的杀灭活性。分子对接显示了5G与蛋白质受体的结合模式，提示目标化合物可能是昆虫RyR的激活剂。
Insect ryanodine receptor is one of the promising targets for the development of novel insecticides. In order to search for potent insecticides targeting the ryanodine receptor (RyR), a series of novel diphenyl-1H-pyrazole derivatives with cyano substituent were designed and synthesized. Their insecticidal activities against diamondback moth (Plutella xylostella) indicated that most of the compounds showed moderate to high activities at the four concentrations. Among these compounds, N-(4-cyano-1-(4-fluorophenyl)-1H-pyrazol-5-yl)-1-(4-fluorophenyl)-3-phenyl-1H-pyrazole-4-carboxamide (5g) showed 84% larvicidal activity against Plutella xylostella at the concentration of 0.1 mg L-1. Molecular docking showed the predicted binding mode between 5g and protein receptor, which could suggest that the title compounds were the possible activators of insect RyR.