title: Synthesis and insecticidal activities of novel pyrazole oxime ether derivatives with different substituted pyridyl rings.
abstract: BACKGROUND
  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.
  
  
  RESULTS
  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%.
  
  
  CONCLUSIONS
  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.
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry of Nankai University, Tianjin, People's Republic of China.
authors.forename: Cuirong
authors.initials: C
authors.lastname: Fu
authors.forename: Jiang
authors.initials: J
authors.lastname: Pei
authors.forename: Yu
authors.initials: Y
authors.lastname: Ning
authors.forename: Min
authors.initials: M
authors.lastname: Liu
authors.forename: Pengcheng
authors.initials: P
authors.lastname: Shan
authors.forename: Jun
authors.initials: J
authors.lastname: Liu
authors.forename: Yongqiang
authors.initials: Y
authors.lastname: Li
authors.forename: Fangzhong
authors.initials: F
authors.lastname: Hu
authors.forename: Youquan
authors.initials: Y
authors.lastname: Zhu
authors.forename: Huazheng
authors.initials: H
authors.lastname: Yang
authors.forename: Xiaomao
authors.initials: X
authors.lastname: Zou
mesh_terms: D000818:Animals; D001042:Aphids / Q000187:drug effects; D015195:Drug Design; D004987:Ethers / Q000138:chemical synthesis / Q000737:chemistry; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D010091:Oximes / Q000737:chemistry; D010575:Pesticides / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity*; D011720:Pyrazoles / Q000737:chemistry; D013329:Structure-Activity Relationship; D040102:Tetranychidae / Q000187:drug effects
chemical_list: D004987:Ethers; D007306:Insecticides; D010091:Oximes; D010575:Pesticides; D011720:Pyrazoles
keywords: inhibitors of complex I; insecticidal and acarcidal activity; pyrazole oxime ether derivatives; structure-activity relationship; substituted pyridyl ring