1. Synthesis, Acaricidal Activity, and Structure–Activity Relationships of Pyrazolyl Acrylonitrile Derivatives
- Author
-
Haibo Yu, Yanmei Luo, Yuquan Song, Man Xu, Yan Cheng, and Bin Li
- Subjects
0106 biological sciences ,01 natural sciences ,Structure-Activity Relationship ,chemistry.chemical_compound ,X-Ray Diffraction ,Animals ,Molecule ,Bioassay ,Structure–activity relationship ,Organic chemistry ,Acaricides ,Acrylonitrile ,Molecular Structure ,010405 organic chemistry ,General Chemistry ,Carbon-13 NMR ,Acute toxicity ,0104 chemical sciences ,Tetranychus cinnabarinus ,010602 entomology ,chemistry ,Aphids ,Drug Design ,Proton NMR ,Pyrazoles ,General Agricultural and Biological Sciences - Abstract
A series of novel pyrazolyl acrylonitrile derivatives was designed, targeting Tetranychus cinnabarinus, and synthesized. Their structures were identified by combination of 1H NMR, 13C NMR, and MS spectra. The structures of compounds 18 and 19 were further confirmed by X-ray diffraction. Extensive greenhouse bioassays indicated that compound 19 exhibits excellent acaricidal activity against all developmental stages of T. cinnabarinus, which is better than the commercialized compounds cyenopyrafen and spirodiclofen. It was shown that the acute toxicity of compounds 19 to mammals is quite low. The structure–activity relationships are also discussed.
- Published
- 2016