含噻唑、硫醚结构的1,2,4-三唑类化合物的合成及生物活性

doi:10.11944/j.issn.1000-0518.2015.04.140359

摘要/Abstract

摘要：

以三氟乙酰乙酸乙酯、磺酰氯、水合肼、异硫氰酸苯酯、碘代芳烃、氯乙酸等为原料,设计、合成了7种新型的含噻唑环、硫醚和三氟甲基的1,2,4-三氮唑类化合物,通过¹H NMR、¹³C NMR、¹⁹F NMR和MS等技术手段对新化合物进行了结构表征。杀菌活性测试表明,化合物6b、6d和6g在浓度为100 mg/L时对纹枯病菌(Rhizoctoniasolani)的抑制率分别为91%、92%和93%。

关键词: 噻唑, 三氮唑, 硫醚, 合成, 生物活性

Abstract:

Seven novel 1,2,4-triazole derivatives containing thioether and thiazole were designed and synthesized from ethyl 4,4,4-trifluoro-3-oxobutanoate, sulfonyl chloride, hydrazine hydrate, phenyl isothiocyanate, aryl iodides, chloroacetic acid as starting materials via substitution, hydrazinolysis, cyclization and Ullmann coupling. The structures of these compounds were characterized with ¹³C NMR, ¹H NMR, ¹⁹F NMR and MS. Bactericidal activity test shows that Rhizoctoniasolani can be inhibited by compounds 6b, 6d, and 6g at a concentration of 100 mg/L with inhibition rates of 91%, 92% and 93%, respectively.

Key words: thioether, thiazole, triazole, synthesis, bioactivity

中图分类号:

O626.2

钱存卫, 黄海军, 费正皓, 张愉晴, 王栋, 宗乾收. 含噻唑、硫醚结构的1,2,4-三唑类化合物的合成及生物活性[J]. 应用化学, 2015, 32(4): 399-404.

QIAN Cunwei, HUANG Haijun, FEI Zhenghao, ZHANG Yuqing, WANG Dong, ZONG Qianshou. Synthesis and Bioactivity of New 1,2,4-Triazole Compounds Containing Thiazole and Thioether[J]. Chinese Journal of Applied Chemistry, 2015, 32(4): 399-404.

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