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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 10: 2178 - 2185

DOI: https://doi.org/10.6023/cjoc201304011

Articles

Microwave-Assisted Synthesis and Biological Activities of 3,6-Disubstituted-1,2,4-triazine Derivatives

  • Li Yingjun ,
  • Shao Xin ,
  • Gao Lixin ,
  • Jin Kun ,
  • Sheng Li ,
  • Luo Tongchuan ,
  • Yu Yang ,
  • Li Jia
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  • a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b National Center for Drug Screening, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203;
    c State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012

Received date: 2013-04-08

  Revised date: 2013-05-14

  Online published: 2013-06-21

Supported by

Project supported by the Natural Science Foundation of Liaoning Province (No. 20102126).

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Abstract

Twenty new 3,6-disubstituted-1,2,4-triazine derivatives containing benzimidazole moiety (4) were synthesized via microwave-assisted condensation reactions of 2-aryloxymethylbenzimidazole-1-acetylhydrazines (3) with various (un)substituted phenacyl bromides in DMF. The structures were characterized by IR, 1H NMR spectra and elemental analysis. The optimum experimental conditions were found. Compared with traditional methods, this synthetic method has such advantages as short reaction time, simple operation, broad substrate scope, easy purification and high yields. The synthesized target compounds were screened for Cdc25B and PTP1B inhibitory activities. The experimental results indicate that compounds 4g and 4j showed good inhibitory activities against Cdc25B, and 4a, 4h, 4j, 4r and 4s exhibited potent inhibitory activities against PTP1B. It is noteworthy that compound 4j can be used as potential Cdc25B and PTP1B inhibitors in the treatment of cancer and diabetes.

Key words： microwave irradiation; 1,2,4-triazines; benzimidazole; synthesis; Cdc25B and PTP1B inhibitors

Cite this article

Li Yingjun , Shao Xin , Gao Lixin , Jin Kun , Sheng Li , Luo Tongchuan , Yu Yang , Li Jia . Microwave-Assisted Synthesis and Biological Activities of 3,6-Disubstituted-1,2,4-triazine Derivatives[J]. Chinese Journal of Organic Chemistry, 2013 , 33(10) : 2178 -2185 . DOI: 10.6023/cjoc201304011

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