Synthesis, Crystal Structure, and Insecticidal Activity of ( Z)-Nitenpyram Derivatives with Optical Activity.

Fourteen novel nitenpyram derivatives ( Z)-4-substituted-3-acetyl-6-methylamino −6-[ N-(6-chloro-3-pyridinylmethyl)- N-ethyl]amino-5-nitno-2-oxa-5-hexene 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j, 4k, 4l, 4m, 4n were synthesized, and their structures were confirmed by 1H NMR, IR, and elemental analysis. The stereostructure of 4h was determined by the single-crystal X-ray analysis. The preliminary bioassay tests showed that most of the title compounds exhibited good insecticide activities against Nilaparvata lugens as well as Aphis medicaginis at 500 mg/L, whereas compound 4h afforded the best activity, with 100% mortality against A. medicaginis at 100 mg/L. [ABSTRACT FROM AUTHOR]