Synthesis and Bioactivities of Novel Pyrazole Oxime Ethers Containing Substituted Pyrazolyl Group

被引:8
作者
Dai, Hong [1 ]
Yao, Wei [1 ]
Sun, Siyu [1 ]
Li, Ling [1 ]
Shi, Lei [1 ]
Qian, Hongwei [1 ]
Li, Chunjian [2 ]
Shi, Jian [2 ]
Shi, Yujun [1 ]
机构
[1] Nantong Univ, Coll Chem & Chem Engn, Nantong 226019, Peoples R China
[2] Nantong Univ, Anal & Testing Ctr, Nantong 226019, Peoples R China
基金
中国国家自然科学基金;
关键词
pyrazole; pyrazole oxime; synthesis; bioactivity; BIOLOGICAL-ACTIVITIES; DERIVATIVES; IDENTIFICATION; FENPYROXIMATE;
D O I
10.6023/cjoc201708020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In order to find novel pyrazole oxime ethers with good bioactivities, a series of novel pyrazole oxime ether compounds containing substituted pyrazole moiety were designed and synthesized according to the method of active substructure combination. Their structures were characterized by H-1 NMR, C-13 NMR, and elemental analysis. Preliminary bioassay displayed that most target compounds had good insecticidal activities. At the concentration of 500 mu g/mL, sixteen compounds showed insecticidal activity against Oriental armyworm with 80%similar to 100%, fourteen compounds exhibited insecticidal activity against Aphis medicaginis with 80%similar to 100%, and twelve compounds showed insecticidal activity against Nilaparvata lugens with 70%similar to 100%. When the dosage was lowered to 100 mu g/mL, five compounds still possessed inhibitory effect against Aphis medicaginis with 50%similar to 80%.
引用
收藏
页码:3155 / 3162
页数:8
相关论文
共 19 条
[1]   Synthesis and Biological Activities of Novel Pyrazole Oxime Derivatives Containing a 2-Chloro-5-thiazolyl Moiety [J].
Dai, Hong ;
Li, Yong-Qiang ;
Du, Ding ;
Qin, Xue ;
Zhang, Xin ;
Yu, Hai-Bo ;
Fang, Jian-Xin .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (22) :10805-10810
[2]   Synthesis and Bioactivities of Novel Pyrazole Oxime Ester Derivatives Containing Pyridyl Moiety [J].
Dai, Hong ;
Chen, Jia ;
Hong, Yu ;
Yuan, Binying ;
Fan, Chongguang ;
Ma, Ruiyuan ;
Liang, Zhipeng ;
Shi, Jian .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (06) :1542-1547
[3]   The thiazoylmethoxy modification on pyrazole oximes: Synthesis and insecticidal biological evaluation beyond acaricidal activity [J].
Dai, Hong ;
Xiao, Yan-Shuang ;
Li, Zhong ;
Xu, Xiao-Yong ;
Qian, Xu-Hong .
CHINESE CHEMICAL LETTERS, 2014, 25 (07) :1014-1016
[4]   Synthesis and Bioactivities of Novel Pyrazole Oxime Ether Derivatives Containing a Thiazolyl Moiety [J].
Dai, Hong ;
Yu, Haibo ;
Liu, Jianbing ;
Qin, Xue ;
Wang, Tingting ;
Zhang, Xin ;
Qin, Zhenfeng ;
Fang, Jianxin .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (05) :1104-1107
[5]  
Dai H, 2011, CHINESE J ORG CHEM, V31, P1662
[6]  
Fan W.Z., 2005, MOD AGROCHEM, V4, P9
[7]   Synthesis and insecticidal activities of novel pyrazole oxime ether derivatives with different substituted pyridyl rings [J].
Fu, Cuirong ;
Pei, Jiang ;
Ning, Yu ;
Liu, Min ;
Shan, Pengcheng ;
Liu, Jun ;
Li, Yongqiang ;
Hu, Fangzhong ;
Zhu, Youquan ;
Yang, Huazheng ;
Zou, Xiaomao .
PEST MANAGEMENT SCIENCE, 2014, 70 (08) :1207-1214
[8]  
Gu B. Q., 2002, MODERN AGROCHEM, V1, P9
[9]  
HAMAGUCHI H, 1995, J PESTIC SCI, V20, P173
[10]   Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators [J].
Lahm, GP ;
Selby, TP ;
Freudenberger, JH ;
Stevenson, TM ;
Myers, BJ ;
Seburyamo, G ;
Smith, BK ;
Flexner, L ;
Clark, CE ;
Cordova, D .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (22) :4898-4906