Fu Cuirong, Pei Jiang, Ning Yu, Liu Min, Shan Pengcheng, Liu Jun, Li Yongqiang, Hu Fangzhong, Zhu Youquan, Yang Huazheng, Zou Xiaomao
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry of Nankai University, Tianjin, People's Republic of China.
Pest Manag Sci. 2014 Aug;70(8):1207-14. doi: 10.1002/ps.3672. Epub 2013 Dec 6.
Pyrazole oxime ether derivatives with different substituted pyridyl rings represent new types of compounds that possess good insecticidal and acarcidal activity against Aphis laburni Kaltenbach and Tetranychus cinnabarinus.
In total, 82 novel pyrazole oxime ether derivatives were synthesized and identified by (1) H NMR, elemental analysis or high-resolution mass spectrometry, and their insecticidal and acarcidal activities were tested against A. laburni Kaltenbach and T. cinnabarinus. Bioassays showed that at a 200 mg L(-1) dosage, one-third of the compounds displayed high insecticidal activity against A. laburni Kaltenbach (> 90%), whereas most of of the compound II series exhibited excellent acarcidal activity against T. cinnabarinus (> 92%). Most compound II series exhibited good activity in both insecticidal and acarcidal tests. In addition, at a low concentration of 10 mg L(-1) , the insecticidal activity of compounds IB9 and IE4 exceeded 90%, and the acarcidal activity of compounds IIB1 and IIB2 was ≥ 95%.
Structure-activity relationships were also examined. Results suggested that the tert-butoxycarbonyl group, as well as the position between tert-butoxycarbonyl and the atom N of the pyridyl ring, were essential to obtaining the acarcidal activity of the title compounds.
具有不同取代吡啶环的吡唑肟醚衍生物是新型化合物，对洋槐蚜和朱砂叶螨具有良好的杀虫和杀螨活性。
总共合成了82种新型吡唑肟醚衍生物，并通过¹H NMR、元素分析或高分辨率质谱进行了鉴定，并测试了它们对洋槐蚜和朱砂叶螨的杀虫和杀螨活性。生物测定表明，在200 mg L⁻¹剂量下，三分之一的化合物对洋槐蚜表现出高杀虫活性（>90%），而大多数化合物II系列对朱砂叶螨表现出优异的杀螨活性（>92%）。大多数化合物II系列在杀虫和杀螨试验中均表现出良好活性。此外，在10 mg L⁻¹的低浓度下，化合物IB9和IE4的杀虫活性超过90%，化合物IIB1和IIB2的杀螨活性≥95%。
还研究了构效关系。结果表明，叔丁氧羰基以及叔丁氧羰基与吡啶环氮原子之间的位置对于获得标题化合物的杀螨活性至关重要。
