Affiliation:
1. The key Laboratory for Green Organic Synthesis and Application of Hunan Province College of Chemistry Xiangtan University Xiangtan 411105 China
2. CAC Nantong Chemical Co. Ltd. Nantong 226407 China
3. College of Chemistry and Chemical Engineering Yunnan Normal University Kunming 650500 China
Abstract
AbstractIn order to discover new meta‐diamide compounds with good activity and novel structure, 15 related compounds were designed and synthesized by the bioisosterism principle with cyproflanilide as the lead compound. The insecticidal activities of these compounds against Plutella xylostella and Tetranychus cinnabarinus were tested, and the results of biological activity test showed that some compounds had more than 90 % insecticidal activity against Plutella xylostella at 1 mg/L and Tetranychus cinnabarinus at 100 mg/L. Especially, N‐(2‐bromo‐6‐(difluoromethoxy)‐4‐(perfluoro propan‐2‐yl)phenyl)‐6‐(isonicotinamido)picolinamide against Tetranychus cinnabarinus at 10 mg/L was 100 %, which was better than that of cyproflanilide. Molecular docking studies suggested that N‐(2‐bromo‐6‐(difluoromethoxy)‐4‐(perfluoropropan‐2‐yl)phenyl)‐6‐(4‐cyano‐2‐methylbenzamido)picolinamide had a closely combined with the Plutella xylostella 3RHW (a glutamate‐gated chloride channel). This study provides an avenue for designing and synthesizing a new generation of more effective pesticides.