Synthesis and insecticidal activity of diacylhydrazine derivatives containing a 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole scaffold.

A series of diacylhydrazine derivatives containing a 3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole scaffold was synthesized and bio-assayed. The results of insecticidal tests revealed that the synthesized diacylhydrazine derivatives possessed weak to good insecticidal activities against H. armigera and P. xylostella. Compounds 10g, 10h, and 10x showed much higher insecticidal activity than tebufenozide, and exhibited considerable prospects for further optimization. Primary structure-activity relationship revealed that phenyl, 4-fluoro phenyl and four fluorophenyl showed positive influence on their insecticidal activities, and introduction of a heterocyclic ring (pyridine and pyrazole) showed negative impacts on their insecticidal effects.