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2012 , Vol. 32 >Issue 07: 1255 - 1260

DOI: https://doi.org/10.6023/cjoc1112231

研究论文

含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的合成及生物活性研究

  • 熊启中 ,
  • 林选福 ,
  • 刘军虎 ,
  • 毕亮 ,
  • 鲍小平
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  • 贵州大学精细化工研究开发中心 教育部绿色农药与农业生物工程重点实验室 贵阳 550025

收稿日期: 2011-12-23

  修回日期: 2012-02-22

  网络出版日期: 2012-03-29

基金资助

贵州省优秀科技教育人才省长专项资金 (No.200817)和贵州省自然科学基金(No.20082265)资助项目

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Synthesis and Bioactivities of Novel 1,2,4-triazolo[1,5-a]Pyrimidine Derivatives Containing 1,2,4-triazole-5-thione Schiff Base Unit

  • Xiong Qizhong ,
  • Lin Xuanfu ,
  • Liu Junhu ,
  • Bi Liang ,
  • Bao Xiaoping
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  • Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025

Received date: 2011-12-23

  Revised date: 2012-02-22

  Online published: 2012-03-29

Supported by

Project supported by the Governor’s Foundation for Excellent Talents of Science, Technology & Education of Guizhou Province (No.200817) and the Natural Science Foundation of Guizhou Province (No.20082265).

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摘要

以2-苄硫基-5-甲基-7-羟基-1,2,4-三唑并[1,5-a]嘧啶为原料, 经醚化、肼解、成盐、关环和席夫碱反应合成了20 个新型的含1,2,4-三唑-5-硫酮席夫碱的1,2,4-三唑并[1,5-a]嘧啶类化合物, 通过IR, 1H NMR, MS 和元素分析对所合成的化合物进行了结构表征. 初步生物活性测试结果表明, 部分化合物表现出一定的抑菌或较好的抗TMV 活性.在500 μg/mL 浓度下, 化合物6b, 6f 和6p 对TMV 的抑制率分别为41%, 43%和40%.

关键词： 1,2,4-三唑并[1,5-a]嘧啶; 1,2,4-三唑-5-硫酮席夫碱; 合成; 生物活性

本文引用格式

熊启中 , 林选福 , 刘军虎 , 毕亮 , 鲍小平 . 含1,2,4-三唑-5-硫酮席夫碱的新型1,2,4-三唑并[1,5-a]嘧啶衍生物的合成及生物活性研究[J]. 有机化学, 2012 , 32(07) : 1255 -1260 . DOI: 10.6023/cjoc1112231

Abstract

Using 2-benzylthio-5-methyl-7-hydroxyl-1,2,4-triazolo[1,5-a]pyrimidine as starting compound, twenty novel 1,2,4-triazolo[1,5-a]pyrimidine derivatives containing 1,2,4-triazole-5-thione Schiff-base unit were synthesized through sequential reactions of etherification, hydrazinolysis, salification, cyclization and condensation. Target compounds were fully characterized by IR, 1H NMR, MS and elemental analysis. Preliminary bioassay indicated that some compounds exhibited certain fungicidal or good anti-TMV activities. At the concentration of 500 μg/mL, the inhibition rates of compounds 6b, 6f and 6p against TMV were 41%, 43% and 40%, respectively.

Key words： 1,2,4-triazolo[1,5-a]pyrimidine; 1,2,4-triazole-5-thione Schiff-base; synthesis; bioactivity

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