Tert-butyl 4-[[1-[2-(4-methyl-2-oxochromen-7-yl)oxyethyl]triazol-4-yl]methylsulfanylcarbothioyl]piperazine-1-carboxylate | 1430852-58-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: Tert-butyl 4-[[1-[2-(4-methyl-2-oxochromen-7-yl)oxyethyl]triazol-4-yl]methylsulfanylcarbothioyl]piperazine-1-carboxylate
• 英文别名: tert-butyl 4-[[1-[2-(4-methyl-2-oxochromen-7-yl)oxyethyl]triazol-4-yl]methylsulfanylcarbothioyl]piperazine-1-carboxylate
• CAS: 1430852-58-6
• 化学式: C₂₅H₃₁N₅O₅S₂
• 分子量: 545.684
• InChiKey: DWUVNNVZSAZJLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  156
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  7-(2-溴乙氧基)-4-甲基-2H-色烯-2-酮 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 8.0h， 生成 Tert-butyl 4-[[1-[2-(4-methyl-2-oxochromen-7-yl)oxyethyl]triazol-4-yl]methylsulfanylcarbothioyl]piperazine-1-carboxylate
  参考文献：
  名称：

  Design and synthesis of novel 1,2,3-triazole-dithiocarbamate hybrids as potential anticancer agents

  摘要：

  A series of novel 1,2,3-triazole-dithiocarbamate hybrids were designed, synthesized and evaluated for anticancer activity against four selected human tumor cell lines (MGC-803, MCF-7, PC-3, EC-109). Majority of the synthesized compounds exhibited moderate to potent activity against MGC-803 and MCF-7. Among them, compounds 3a and 3c showed excellent broad spectrum anticancer activity with IC50 values ranging from 0.73 to 11.61 mu M and 0.49-12.45 mu M, respectively. Particularly, compound 3a was more potent than 5-fluorouracil against all tested human cancer cell lines. Flow cytometry analysis demonstrated that treatment of MGC-803 with 3c led to cell cycle arrest at G2/M phase accompanied by an increase in apoptotic cell death after 12 h. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.046

文献信息

• Design and synthesis of novel 1,2,3-triazole-dithiocarbamate hybrids as potential anticancer agents
  作者：Ying-Chao Duan、Yong-Cheng Ma、En Zhang、Xiao-Jing Shi、Meng-Meng Wang、Xian-Wei Ye、Hong-Min Liu

  DOI：10.1016/j.ejmech.2012.12.046

  日期：2013.4

  A series of novel 1,2,3-triazole-dithiocarbamate hybrids were designed, synthesized and evaluated for anticancer activity against four selected human tumor cell lines (MGC-803, MCF-7, PC-3, EC-109). Majority of the synthesized compounds exhibited moderate to potent activity against MGC-803 and MCF-7. Among them, compounds 3a and 3c showed excellent broad spectrum anticancer activity with IC50 values ranging from 0.73 to 11.61 mu M and 0.49-12.45 mu M, respectively. Particularly, compound 3a was more potent than 5-fluorouracil against all tested human cancer cell lines. Flow cytometry analysis demonstrated that treatment of MGC-803 with 3c led to cell cycle arrest at G2/M phase accompanied by an increase in apoptotic cell death after 12 h. (C) 2013 Elsevier Masson SAS. All rights reserved.