文献类型：期刊文献

中文题名：Synthesis, Bioactivities and Structure Activity Relationship of N-4-Methyl-1,2,3-thiadiazole-5-carbonyl-N＇.phenyl Ureas

英文题名：Synthesis, Bioactivities and Structure Activity Relationship of N-4-Methyl-1,2,3-thiadiazole-5-carbonyl-N＇.phenyl Ureas

作者：国丹丹[1];王治文[1];范志金[1];赵晖[1];张薇[2];程家高[2];杨家强[3];吴青君[3];张友军[3];范谦[3];无[4]

机构：[1]State Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China;[2]Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Tech-nology,Shanghai 200237,China;[3]Institute of Vegetables and Flowers,Chinese Academy of Agricultural Sciences,Beijing 100081,China;[4]Sichuan Functional Heterocyclic Compounds Engineering Technology Research Center,Mianyang,Sichuan 621000,China

年份：2012

卷号：30

期号：10

起止页码：2522

中文期刊名：Chinese Journal of Chemistry

外文期刊名：中国化学（英文版）

收录：Scopus;CSCD:【CSCD2011_2012】；

基金：This study was funded in part by grants from the National Natural Science Foundation of China (No. 20872071), the Tianjin Natural Science Foundation (No. 10JCZDJC17500), the National Key Project for Basic Research (No. 2010CB126105), the National Key Technology Research and Development Program (No. 2011BAE06B02) and the Foundation of Achievements Transformation and Spreading of Tianjin Agricultural Science and Technology (No. 201002250), Tianjin Key Technology Research and Development Program (No. 11ZCGYNC00100).

语种：中文

中文关键词：4-methyl-1,2,3-thiadiazole derivatives;benzoylurea pesticides;insecticidal activity;3D QSAR model

外文关键词：4-methyl-1,2,3-thiadiazole derivatives, benzoylurea pesticides, insecticidal activity, 3D QSAR model

摘要：Twenty nine novel N-4-methyl-1,2,3-thiadiazole-5-carbonyl-N＇-phenyl ureas were designed and synthesized, and their structures were confirmed by proton nuclear magnetic resonance （1H NMR）, infra red spectroscopy （IR） and high-resolution mass spectroscopy （HRMS）. Compounds V-9, V-11, V-12, V-15, V-19, V-21, V-22 and V-24 exhibit excellent activity against Culex pipiens pallens. Compounds V-12 and V-22 present good insecticidal activity against Plutella xylostella L. Their median lethal concentrations （LC50） are 164.15 and 89.69 mg-L^-1, respec- tively. Compound V-11 also has potential wide spectrum of fungicide activity. Its median effective concentrations （ECs0） detected from 3.82 μg·mL 1 against Physalospora piricola to 31.60 μg·mL-i against Cercospora arachidi- cola. Compounds V-15 and V-24 show outstanding induction activities as same as positive controls TDL and ning- nanmycin, furthermore V-24 has the highest induction activity of 41.85%±4.43%. To elucidate the structure activity relationship in these compounds, a 3D-QSAR model has been built. The established model showed a reliable predicting ability with q2 values of 0.643 and r2 values of 0.982.
Twenty nine novel N-4-methyl-1,2,3-thiadiazole-5-carbonyl-N＇-phenyl ureas were designed and synthesized, and their structures were confirmed by proton nuclear magnetic resonance （1H NMR）, infra red spectroscopy （IR） and high-resolution mass spectroscopy （HRMS）. Compounds V-9, V-11, V-12, V-15, V-19, V-21, V-22 and V-24 exhibit excellent activity against Culex pipiens pallens. Compounds V-12 and V-22 present good insecticidal activity against Plutella xylostella L. Their median lethal concentrations （LC50） are 164.15 and 89.69 mg-L^-1, respec- tively. Compound V-11 also has potential wide spectrum of fungicide activity. Its median effective concentrations （ECs0） detected from 3.82 μg·mL 1 against Physalospora piricola to 31.60 μg·mL-i against Cercospora arachidi- cola. Compounds V-15 and V-24 show outstanding induction activities as same as positive controls TDL and ning- nanmycin, furthermore V-24 has the highest induction activity of 41.85%±4.43%. To elucidate the structure activity relationship in these compounds, a 3D-QSAR model has been built. The established model showed a reliable predicting ability with q2 values of 0.643 and r2 values of 0.982.