3,4-二氯异噻唑-5-甲酰胺衍生物的合成及生物活性  

Synthesis and biological activity of 3,4-dichloroisothiazole-5-carboxylic amides

作　　者：陈晓燕[1,2] 戴良英[1] 李岳东[3] 毛武涛[3] 房震[3] 李娟娟[3] 王盾[3] Tatiana KALININA 范志金[3] 

机构地区：[1]湖南农业大学生物安全科学技术学院 [2]江西天人生态股份有限公司 [3]南开大学元素有机化学国家重点实验室 [4]The Ural Federal University Named After the First President of Russia B.N.Yeltsin,620002,Ekaterinburg,Russia

出　　处：《农药学学报》2013年第2期140-144,共5页Chinese Journal of Pesticide Science

基　　金：天津市自然科学基金重点项目(10JCZDJC17500);国家重点基础研究发展计划("973"计划)项目(2010CB126105);天津市农业科技成果转化与推广项目(201002250);天津市科技支撑计划重点项目(11ZCGYNC00100);国家科技支撑计划课题(2011BAE06B02)资助

摘　　要：异噻唑类杂环化合物具有广泛的生物活性。为了扩大先导结构的发现范围,以3,4-二氯异噻唑-5-甲酸为原料合成了10个未见文献报道的3,4-二氯异噻唑-5-甲酰胺衍生物;其结构经核磁共振氢谱、红外光谱和元素分析确证。初步生物测试结果表明,化合物Ⅲe对9种病原真菌表现出了广谱的抑菌活性,在50μg/mL下其抑制率均超过50%;在100μg/mL下,大部分化合物展现了较好的抗烟草花叶病毒(tobacco mosaic virus,TMV)或诱导烟草抗TMV活性,其中化合物Ⅲa和Ⅲi的诱导活性分别为41.88%和42.92%。Isothiazole based heterocyclic compounds had various biological activities. In order to enlarge the library of novel elicitor lead with broad spectrum of highly systemic acquired resistance, a series of 3,4-dichloroisothiazole-5-carboxylic amides were synthesized by the reaction of carboxylic acid chlorination and condensation with 3,4-dichloroisothiazole-5-carboxylic acid as starting materials. All the ten novel compounds synthesized were confirmed by ^1H NMR, IR and elemental analysis. Biological screening indicated that, compound me presented broad-spectrum of fungicidal activity at 50 μg/mL against nine fungi with inhibition above 50%. Most compounds had good anti-tobacco mosaic virus（TMV） activity or systemic acquired resistance for tobacco against TMV at 100μg/mL,among them, compound Ⅲa and Ⅲi exhibited 41. 88% and 42. 92% of good systemic acquired resistance for tobacco against TMV respectively.

关 键 词：异噻唑 合成 抑菌活性 植物激活剂 烟草花叶病毒 

分 类 号：O626.2[理学—有机化学]