Design, synthesis, insecticidal activity and 3D-QSR study for novel trifluoromethyl pyridine derivatives containing an 1,3,4-oxadiazole moiety

摘要

A series of trifluoromethyl pyridine derivatives containing 1,3,4-oxadiazole moiety was designed, synthesized and bio-assayed for their insecticidal activity. The result of bio-assays indicated the synthesized compounds exhibited good insecticidal activity against Mythimna separata and Plutella xylostella , most of the title compounds show 100% insecticidal activity at 500?mg L ~(?1) and >80% activity at 250 mg L ~(?1) against the two pests. Compounds E18 and E27 showed LC _(50) values of 38.5 and 30.8 mg L ~(?1) against Mythimna separata , respectively, which were close to that of avermectin (29.6 mg L ~(?1) ); compounds E5 , E6 , E9 , E10 , E15 , E25 , E26 , and E27 showed 100% activity at 250 mg L ~(?1) , which were better than chlorpyrifos (87%). CoMFA and CoMSIA models with good predictability were proposed, which revealed the electron-withdrawing groups with an appropriate bulk at 2- and 4-positions of benzene ring could enhance insecticidal activity.