Diamide derivatives containing a trifluoromethylpyridine skeleton: Design, synthesis, and insecticidal activity

Diamide derivatives are biologically active molecules that have been widely applied in recent years in research on pesticides,especially insecticides.Using a simple and environmentally friendly scheme,a series of new diamide derivatives containing a trifluoromethylpyridine skeleton was designed,synthesized,and confirmed by ~1 H,19F and13C NMR,and HR-MS.Their insecticidal activities against Plutella xylostella and Helicoverpa armigera were measured and the relationship between structure and activity was investigated.Eight of the title compounds(D2,D5,D10,D21,D28,D29,D30 and D33) showed 100% activity against P.xylostella at 500 mg L-1.One compound,D33,still showed 100% activity against P.xylostella at 100 mg L-1and had the lowest LC50(lethal concentration 50%,3.7 mg L-1) among the synthesized compounds.Molecular docking analysis revealed that D33 could be thoroughly embedded in the active pocket of the ryanodine receptor via hydrogen bonding in a manner similar to the commercial insecticide chlorantraniliprole.