SIOC 中文
CJOG
Adv search

Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 07: 1308 - 1313

DOI: https://doi.org/10.6023/cjoc1110261

Full Papers

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 Yue ,
  • Zhang Ting ,
  • Jiang Hua ,
  • Zhang Lin ,
  • Han Jie ,
  • Yao Mingxing
Expand
  • a School of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b School of Life Sciences, Liaoning Normal University, Dalian 116029

Received date: 2011-10-26

  Revised date: 2011-12-13

  Online published: 2012-03-05

Supported by

Project supported by the Department of Education of Liaoning Province (No. 2008349).

Fold

Abstract

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

Cite this article

An Yue , Zhang Ting , Jiang Hua , Zhang Lin , Han Jie , Yao Mingxing . Synthesis, Structure and Their Biological Activities of 3-[(5-H/methyl-benzoimidazol-2-yl)methylthio]-5-substituted-1,2,4-triazol-4-amine Derivatives[J]. Chinese Journal of Organic Chemistry, 2012 , 32(07) : 1308 -1313 . DOI: 10.6023/cjoc1110261

References

[1] Kucukguzel, I.; Guniz, K. S.; Sevim, R. Bioorg. Med. Chem. Lett. 2001, 11, 1703.  
[2] Xavier, C.; Armelle, S. Bioorg. Med. Chem. Lett. 2003, 13, 2601.  
[3] Shivarama Holla, B.; Veerendra, M. K.; Shivananda, B. P. Eur. J. Med. Chem. 2003, 38, 759.
[4] Li, Y.-J.; Liu, L.-J.; Jin, K.; Sun, S.-Q.; Xu, Y.-T. Acta Chim. Sinica 2010, 68, 1577 (in Chinese).
(李英俊, 刘丽军, 靳焜, 孙淑琴, 许永廷, 化学学报, 2010, 68, 1577.)
[5] Sun, X.-H.; Bai, Y.; Liu, Y.-F.; Chen, B. Acta Chim. Sinica 2010, 68, 788 (in Chinese).(孙晓红, 白燕, 刘源发, 陈邦, 化学学报, 2010, 68, 788.)
[6] Krzysztof, S.; Tomasz, T.; Jolanta, R. Eur. J. Med. Chem. 2008, 43,404.
[7] Michele, T.; Matteo, S.; Bruno, T.; Giuseppe, P. Bioorg. Med. Chem. 2010, 18, 2937.  
[8] Hanan, M. R. Eur. J. Med. Chem. 2010, 45, 2949.
[9] Morton, R.; Hu, C.; Leslie, C.; Edwin, H. J. Org. Chem. 1985, 50, 2205.  
[10] Jack, R. R.; Ned, D. H. J. Heterocycl. Chem. 1976, 13, 925.  
[11] Zhang, Z.-Y.; Li, M. Chin. J. Org. Chem. 1993, 13, 397 (in Chinese). (张自义, 李明, 有机化学, 1993, 13, 397.)
[12] Sun, X.-H.; Bai, Y. Chin. J. Chem. 2009, 27, 1397.
[13] An, Y.; Wei, W.; Mu, P.-P.; Jia, J.-Y.; Lü, J.-Z.; Chen, X. Chin. J. Org. Chem. 2010, 30, 1726 (in Chinese).(安悦, 魏魏, 牟萍萍, 贾金英, 吕建洲, 陈欣, 有机化学, 2010, 30, 1726.)
[14] Sheng, P; Fan, X.-R.; Li, G.-W. Microbiology Experiment, Higher Education Press, Beijing, 1999, pp. 214～215 (in Chinese).(沈萍, 范秀荣, 李广武, 微生物学实验, 高等教育出版社, 北京, 1999, pp. 214～215.)
Options
Outlines

/

〈 〉