Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (2): 485-495.DOI: 10.6023/cjoc201607030 Previous Articles     Next Articles



李英俊a, 李继阳a, 彭立娜a, 高立信b, 靳焜c, 盛丽b, 张楠a, 王思远a, 李佳b   

  1. a 辽宁师范大学化学化工学院 大连 116029;
    b 中国科学院上海药物研究所 国家新药筛选中心 药物研究国家重点实验室 上海 201203;
    c 大连理工大学精细化工国家重点实验室 大连 116012
  • 收稿日期:2016-07-20 修回日期:2016-08-30 发布日期:2016-10-08
  • 通讯作者: 李英俊, 李佳
  • 基金资助:


Synthesis and Cell Division Cycle 25B Phosphatase and Protein Ty-rosine Phosphatase 1B Inhibitory Activity Evaluation of Novel 3,6-Disubstituted Triazolothiadiazole Derivatives

Li Yingjuna, Li Jiyanga, Peng Lina, Gao Lixinb, Jin Kunc, Sheng Lib, Zhang Nana, Wang Siyuana, Li Jiab   

  1. a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b State Key Laboratory of Drug Research, National Center for Drug Screening, 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:2016-07-20 Revised:2016-08-30 Published:2016-10-08
  • Supported by:

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

A series of new 3,6-disubstituted triazolothiadiazole derivatives 7a~7y containing benzimidazole and arylsulfonyl moities have been synthesized by o-phenylenediamine and chloroacetic acid as starting materials via multistep reactions.The structures of the intermediates 3,4,6 and the target compounds 7 were characterized by 1H NMR,IR spectra and elemental analysis.All synthesized target compounds were screened for their inhibitory activity against cell division cycle 25B phosphatase (Cdc25B) and protein tyrosine phosphatase 1B (PTP1B).The results show that some of them display significant inhibitory activities against Cdc25B and PTP1B.Among them,compound 7d exhibits the highest inhibitory activity against Cdc25B [IC50=(7.72±0.73)μg/mL]and 7u exhibits the highest inhibitory activity against PTP1B[IC50=(3.31±0.57)μg/mL].It is noteworthy that compounds 7b,7d,7l,7t and 7u show higher inhibitory activities against Cdc25B and PTP1B.They can be considered as potential Cdc25B and PTP1B inhibitors,and have great application prospects in the treatment of cancers and diabetes.

Key words: triazolothiadiazole, benzimidazole, arylsulfonyl, synthesis, Cdc25B and PTP1B inhibitors