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有机化学
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有机化学 ›› 2012, Vol. 32 ›› Issue (07): 1308-1313.DOI: 10.6023/cjoc1110261 上一篇    下一篇

研究论文

3-(5-H/CH3-苯并咪唑-2-亚甲硫基)-5-取代-[1,2,4]三唑-4-胺衍生物的合成、结构和生物活性

安悦a, 张婷a, 姜华b, 张琳b, 韩杰a, 姚明星a   

  1. a 辽宁师范大学化学化工学院 大连 116029;
    b 辽宁师范大学生命科学学院 大连 116029
  • 收稿日期:2011-10-26 修回日期:2011-12-13 发布日期:2012-03-05
  • 通讯作者: 安悦 E-mail:anyue_11@163.com
  • 基金资助:
    辽宁省教育厅(No. 2008349)资助项目.

Synthesis, Structure and Their Biological Activities of 3-[(5-H/methyl-benzoimidazol-2-yl)methylthio]-5-substituted-1,2,4-triazol-4-amine Derivatives

An Yuea, Zhang Tinga, Jiang Huab, Zhang Linb, Han Jiea, Yao Mingxinga   

  1. a School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b School of Life Sciences, Liaoning Normal University, Dalian 116029
  • Received:2011-10-26 Revised:2011-12-13 Published:2012-03-05
  • Supported by:
    Project supported by the Department of Education of Liaoning Province (No. 2008349).

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利用3-巯基-4-氨基-5-取代-1,2,4-三唑和2-氯甲基-5-取代-苯并咪唑在氢氧化钠溶液中反应, 得到17 个3-(5-H/CH3-苯并咪唑-2-亚甲硫基)-5-取代-[1,2,4]三唑-4-胺衍生物. 所有目标化合物经元素分析、红外光谱、核磁共振氢谱确定结构; 采用溶液法得到化合物3f 与Co2+形成的配合物, 通过X 射线单晶衍射确定结构. 初步的生物活性测试结果表明, 所合成的化合物对小麦芽鞘和绿豆发芽有着较好的生长调节作用; 化合物3d, 3i 对金黄色葡萄球菌具有一定的抑制作用.

关键词: 1,2,4-三唑, 苯并咪唑, 结构, 生物活性

Seventeen 3-[(5-H/methyl-benzoimidazol-2-yl)methylthio]-5-substituted-1,2,4-triazol-4-amine derivatives were synthesized by the reaction of 4-amino-5-substituted-1,2,4-triazole-3-thiol with 2-chloromethyl-5-substituted-benzoimidazole in sodium hydroxide solution. All the compounds were characterized by 1H NMR and IR spectra, and elemental analysis. Moreover, one novel cobalt(Ⅱ) compound was obtained with the target compound 3f by solution method, and its structure was characterized by X-ray single crystal diffraction analysis. Besides, the results of primary biological activity experiments on wheat gemma and germination process of mung bean showed that these synthesized compounds had good activity, and the compounds 3d and 3i even have inhibiting effect on Staphylococcus aureus.

Key words: 1,2,4-triazole, benzoimidazole, structure, biological activities