2-(4-芳基噻唑-2-基)-3-羟基丙烯腈类化合物的合成及其生物活性  

Synthesis and Biological Activity of 2-(4-Arylthiazol-2-yl)-3-hydroxyacrylonitrile

作　　者：杨鹏[1] 沈德隆[1] 谭成侠[1] 翁建全[1] 陆棋[1] 魏优昌[2] 孔小林[2] 

机构地区：[1]浙江工业大学化学工程与材料学院,杭州310032 [2]浙江省化工研究院,杭州310023

出　　处：《农药学学报》2008年第3期371-374,共4页Chinese Journal of Pesticide Science

基　　金：“十一五”国家国家科技支撑计划课题(2006BAE01A01-7)

摘　　要：为了寻找新的含2-噻唑基丙烯腈结构的先导化合物,利用2-(4-芳基噻唑-2-基)乙腈与酰氯在吡啶或氢化钠存在下反应,合成了9个2-(4-芳基噻唑-2-基)-3-羟基丙烯腈类化合物,其中8个为新化合物,利用1H NMR、MS和元素分析对其结构进行了表征。初步的生物活性测定结果表明,部分化合物在供试浓度下具有一定的杀虫、杀菌活性,其中化合物5f在100mg/L下对棉花枯萎病菌Fusarium oxysporium的抑制率超过90%,化合物5e在250mg/L下对蚕豆蚜Aphis fabae的致死率达95%。毒力测定结果表明,5e对蚕豆蚜的活性优于对照化合物2-[4-(2,6-二氟苯基)-2-噻唑基]-3-羟基-3-[3-(2-氯吡啶基)]丙烯腈(6)。In order to find novel 2- （ 2-thiazolyl ） acrylonitrile lead compounds, nine 2- （ 4-arylthiazol-2- yl）-3-hydroxyacrylonitriles were synthesized by reaction of 2-（4-aryllthiazol-2-yl）acetonitrile and acyl chloride in presence of pyridine or sodium hydride. Their structures were comfirmed by 1H NMR, MS and elemental analysis. The preliminary bioassay indicated that some of the compounds have some insecticidal and fungicidal activity, especially the inhibition rate of compound 5f against Fusarium oxysporium was above 90% at 100 mg/L and the mortality rate of compound 5e against Aphis fabae was about 95 % at 250 mg/L. The comparative determining on the toxicity of Aphis fabae indicated that the toxicity of compound 5e was better than compound 6.

关 键 词：3-羟基丙烯腈 合成 生物活性 

分 类 号：O626.25[理学—有机化学] O623.76[理学—化学]