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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 11: 3283 - 3288

DOI: https://doi.org/10.6023/cjoc201905035

Synthesis and Antitumor Activities of 1, 3, 4-Thiadiazole Triazene Amide Derivatives

  • Yanjun Chen ,
  • Mingqian Zhang ,
  • Ziqiu Li ,
  • Defu Luo ,
  • Longhui Li ,
  • Tingting Yu ,
  • Yue Long
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  • a Department of Chemical and Environmental Engineering, Jiaozuo Universiy, Jiaozuo, Henan 454003
    b College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001
    c School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001

Received date: 2019-05-14

  Online published: 2019-07-17

Supported by

the National Natural Science Foundation of China(J1210060);the Science and Technology Planning Project of Henan Province(0624420031);the Basic Research Development Program of Henan Province(022463001)

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Abstract

By splicing the triazene structure with 1, 3, 4-thiadiazole and amide, fourteen unreported 1, 3, 4-thiadiazole triazene amide derivatives were synthesized. The structures of these compounds were characterized by nuclear magnetic resonance (NMR), infrared spectroscopy (IR) and high-resolution mass spectrometry (HRMS). By using the typical triazene drug dacarbazine as a reference, the activity detections of human esophageal cancer cells (EC109), human gastric cancer cells (MGC803) and human prostate cancer cells (PC-3) were carried out. The results showed that compounds 8a, 8h, 8i, 8k, and 8l had the best inhibitory activity against human prostate cancer cells (PC-3). And their IC50 values were 33.02, 34.05, 7.71, 4.82, 23.84 μmol·L-1, which were far lower than the control drug their IC50 values were 33.02, 34.05, 7.71, 4.82, 23.84 μmol·L-1, which were far lower than the control drug dacarbazine (146.43 μmol·L-1).

Key words： triazene; ?; amide; human esophageal cancer cells; human gastric cancer cells; human prostate cancer cells

Cite this article

Yanjun Chen , Mingqian Zhang , Ziqiu Li , Defu Luo , Longhui Li , Tingting Yu , Yue Long . Synthesis and Antitumor Activities of 1, 3, 4-Thiadiazole Triazene Amide Derivatives[J]. Chinese Journal of Organic Chemistry, 2019 , 39(11) : 3283 -3288 . DOI: 10.6023/cjoc201905035

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