Design, synthesis and insecticidal activities of novel acetamido derivatives containing N-pyridylpyrazole carboxamides

•Novel acetamido derivatives with N-pyridylpyrazole carboxamide were synthesized.•The synthesized compounds showed good insecticidal activity against P. xylostella.•The LC50 values of 5e, 5g and 5v were 23.72, 2.04, and 20.01 mg/L, respectively.•Preliminary SAR were analyzed.

A series of novel acetamido derivatives containing N-pyridylpyrazole carboxamides was designed and synthesized by increasing the amide bridge of chlorantraniliprole using acetamido moieties and introducing different aryl substitutions. The target compounds were characterized by 1H NMR, 13C NMR, IR, and elemental analysis. Bioassays indicated that some of the synthesized compounds exhibited strong insecticidal activity against Plutella xylostella. Compounds 5e, 5g and 5v were the most potent, with LC50 values of 23.72, 2.04, and 20.01 mg/L, respectively. The insecticidal activity of compound 5g was higher than that of chlorpyrifos (LC50 = 7.25 mg/L), a commonly used insecticide. These results indicate that novel acetamido derivatives containing N-pyridylpyrazole carboxamides can effectively control P. xylostella.

Graphical abstractThe acetamido derivatives containing N-pyridylpyrazole carboxamides (5) were synthesized based on the structure of chlorantraniliprole. The compounds were screened for their insecticidal activities. Figure optionsDownload full-size imageDownload as PowerPoint slide