School of Chemistry and Chemical Engineering, Changsha University of Science and Technology, Changsha, 410114, China.
CAC Nantong Chemical Co., Ltd., Nantong, 226407, China.
Chem Biodivers. 2023 Apr;20(4):e202300060. doi: 10.1002/cbdv.202300060. Epub 2023 Mar 22.
In this study, a series of meta-diamide compounds containing ethyl acetate group and their derivatives were designed and synthesized. Their insecticidal activities against Plutella xylostella, Spodoptera frugiperda and Alfalfa sprouts were evaluated. Preliminary bioassays showed that some of the title compounds exhibited excellent insecticidal activities. Especially compound ethyl N-(3-((2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)carbamoyl)-2-fluorophenyl)-N-(4-cyanobenzoyl)glycinate and ethyl N-(3-((2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)carbamoyl)-2-fluorophenyl)-N-(6-fluoronicotinoyl)glycinate showed 100 % mortality at 0.1 mg/L against Plutella xylostella and Spodoptera frugiperda, same to broflanilide. Their LC against Plutella xylostella is 0.286 mg/L and 0.0218 mg/L, respectively. Moreover, compound ethyl N-(3-((2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)carbamoyl)-2-fluorophenyl)-N-(6-fluoronicotinoyl)glycinate displayed faster control efficacy than broflanilide at 0.1 mg/L. The results indicated that meta-diamide compounds containing ethyl acetate group could be developed as novel and promising insecticides.
在这项研究中，设计并合成了一系列含有乙酸乙酯基团的间二酰胺化合物及其衍生物。评估了它们对小菜蛾、玉米螟和苜蓿芽的杀虫活性。初步生物测定表明，一些标题化合物表现出优异的杀虫活性。特别是化合物乙基 N-(3-((2-溴-4-(全氟丙烷-2-基)-6-(三氟甲基)苯基)氨甲酰基)-2-氟苯基)-N-(4-氰基苯甲酰基)甘氨酸酯和乙基 N-(3-((2-溴-4-(全氟丙烷-2-基)-6-(三氟甲基)苯基)氨甲酰基)-2-氟苯基)-N-(6-氟烟酰基)甘氨酸酯对小菜蛾和玉米螟的致死率均为 100%，在 0.1mg/L 时，与溴虫腈相同。它们对小菜蛾的 LC 为 0.286mg/L 和 0.0218mg/L。此外，化合物乙基 N-(3-((2-溴-4-(全氟丙烷-2-基)-6-(三氟甲基)苯基)氨甲酰基)-2-氟苯基)-N-(6-氟烟酰基)甘氨酸酯在 0.1mg/L 时的控制效果比溴虫腈更快。结果表明，含有乙酸乙酯基团的间二酰胺化合物可开发为新型有前途的杀虫剂。
