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| 新型含硫(氧)肟醚衍生物的合成、杀虫活性及其结构活性关系研究 | |
| 引用本文： | 柳爱平,王晓光,欧晓明,刘曙东,莫洪波,刘兴平,王婷瑾,何海军,胡礼,黄明智,刘钊杰,姚建仁. 新型含硫(氧)肟醚衍生物的合成、杀虫活性及其结构活性关系研究[J]. 有机化学, 2008, 28(10): 1772-1779 |
| 作者姓名： | 柳爱平 王晓光 欧晓明 刘曙东 莫洪波 刘兴平 王婷瑾 何海军 胡礼 黄明智 刘钊杰 姚建仁 |
| 作者单位： | 1. 湖南化工研究院国家农药创制工程技术研究中心,长沙,410007;华中师范大学有机合成研究所,武汉,430079 2. 湖南化工研究院国家农药创制工程技术研究中心,长沙,410007 3. 湖南化工研究院国家农药创制工程技术研究中心,长沙,410007;湖南师范大学化学化工学院,长沙,410081 4. 华中师范大学有机合成研究所,武汉,430079 5. 华中师范大学有机合成研究所,武汉,430079;中国农科院植物保护研究所,北京,100094 |
| 基金项目： | 国家自然科学基金，湖南省自然科学基金，国家科技攻关计划 |
| 摘 要： | 通过1-芳基含硫(氧)酮肟与相应的拟除虫菊醇卤化物在氢氧化钠和相转移催化剂条件下反应或1-芳基含硫(氧)酮肟与相应的拟除虫菊醇卤化物的三乙基季胺盐在氢氧化钠条件下反应, 合成了1-芳基含硫(氧)酮O-苄基肟醚C1～C96共96个化合物. 它们的结构经质谱, 1H NMR, IR和元素分析确证. 生物活性测定结果表明, 该类化合物对鳞翅目和同翅目害虫表现出显著活性, C74和C93对粘虫、叶蝉的活性[LC50/(mg•L－1)]分别为1.4, 0.63和0.31, 1.2. 优于对照药氰戊菊酯. |
| 关 键 词： | 含硫(氧)肟醚 杀虫活性 同翅目害虫 鳞翅目害虫 |
| 收稿时间： | 2007-03-11 |
| 修稿时间： | 2008-04-01 |
Synthesis and Insecticidal Activities of Novel Sulfur(oxygen) Con-taining Oxime Ethers as well as Structure Activity Relationship |
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| LIU,Ai-Ping,WANG,Xiao-Guang,OU,Xiao-Ming,LIU,Shu-Dong,MO,Hong-Bo,LIU,Xin-Ping,WANG,Ting-Jin,HE,Hai-Jun,HU,Li,HUANG,Ming-Zhi,LIU,Zhao-Jie,YAO,Jian-Ren. Synthesis and Insecticidal Activities of Novel Sulfur(oxygen) Con-taining Oxime Ethers as well as Structure Activity Relationship[J]. Chinese Journal of Organic Chemistry, 2008, 28(10): 1772-1779 | |
| Authors: | LIU Ai-Ping WANG Xiao-Guang OU Xiao-Ming LIU Shu-Dong MO Hong-Bo LIU Xin-Ping WANG Ting-Jin HE Hai-Jun HU Li HUANG Ming-Zhi LIU Zhao-Jie YAO Jian-Ren |
| Affiliation: | (a National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410007) (b Institute of Organic Synthesis, Central China Normal University, Wuhan 430079) (c College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081) (d Institute of Plant Protection, China Academy of Agricultural Sciences, Beijing 100094) |
| Abstract: | 96 novel sulfur(oxygen) containing 1-aryl O-benzyl oximes were synthesized by the reaction of sulfur(oxygen) containing 1-aryl oximes with the corresponding halides of pyrethriod alcohols in the pres-ence of sodium hydroxide and phase transfer catalyst or with triethylquaternary ammonium salts of halides of pyrethriod alcohol in the presence of sodium hydroxide. The title compounds were identified by MS, 1H NMR, IR spectra and elemental analyses. Bioassay showed that these compounds showed remarkable insec-ticidal activities against homopteran and lepidopteran pests. C74 and C93 showed a medial effective dose [LC50/(mg• L－1)] of 1.4, 0.63 and 0.31, 1.2 against oriental army worm and leafhopper respectively, the LC50 values of compounds C74 and C93 were better than that of the commercialized insecticide fenvalerate. |
| Keywords: | sulfur(oxygen) containing oxime ether insecticidal activity homoptera lepidoptera |
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