2-(3-benzyl-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-N-phenylhydrazine-1-carbothioamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: 2-(3-benzyl-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-N-phenylhydrazine-1-carbothioamide
• 英文别名: 1-[(3-Benzyl-5-propylsulfanyltriazolo[4,5-d]pyrimidin-7-yl)amino]-3-phenylthiourea；1-[(3-benzyl-5-propylsulfanyltriazolo[4,5-d]pyrimidin-7-yl)amino]-3-phenylthiourea
• 化学式: C₂₁H₂₂N₈S₂
• 分子量: 450.591
• InChiKey: ACRDTNIGJUFFOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  150
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4,6-二氯-2-丙基硫代嘧啶-5-胺 在 hydrazine hydrate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 sodium nitrite 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-(3-benzyl-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)-N-phenylhydrazine-1-carbothioamide
  参考文献：
  名称：

  Design, synthesis and in vitro biological evaluation of novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives containing a thiosemicarbazide moiety

  摘要：

  A series of hybrid molecules containing [1,2,3]triazolo[4,5-d]pyrimidine and thiosemicarbazide moieties were designed, synthesized and evaluated for their antiproliferative activities against MGC-803, NCI-H1650 and PC-3 human cancer cells. Some of the synthesized compounds showed moderate to good activity against three selected cancer cell lines. Among these compounds, compound 29 displayed the most potent antiproliferative activity as well as good selectivity between cancer cells and normal cells. Further mechanism studies revealed that compound 29 could obviously inhibit the colony formation and migration of MGC-803 as well as induced apoptosis. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.01.031

文献信息

• Design, synthesis and in vitro biological evaluation of novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives containing a thiosemicarbazide moiety
  作者：Peng-Fei Geng、Xue-Qi Liu、Tao-Qian Zhao、Cong-Cong Wang、Zhong-Hua Li、Ji Zhang、Hao-Ming Wei、Biao Hu、Li-Ying Ma、Hong-Min Liu

  DOI：10.1016/j.ejmech.2018.01.031

  日期：2018.2

  A series of hybrid molecules containing [1,2,3]triazolo[4,5-d]pyrimidine and thiosemicarbazide moieties were designed, synthesized and evaluated for their antiproliferative activities against MGC-803, NCI-H1650 and PC-3 human cancer cells. Some of the synthesized compounds showed moderate to good activity against three selected cancer cell lines. Among these compounds, compound 29 displayed the most potent antiproliferative activity as well as good selectivity between cancer cells and normal cells. Further mechanism studies revealed that compound 29 could obviously inhibit the colony formation and migration of MGC-803 as well as induced apoptosis. (C) 2018 Elsevier Masson SAS. All rights reserved.