(1-(4-methylbenzyl)-1H-1,2,3-triazol-4-yl)methyl 4-(ethyl(methyl)carbamoyl)piperazine-1-carbodithioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (1-(4-methylbenzyl)-1H-1,2,3-triazol-4-yl)methyl 4-(ethyl(methyl)carbamoyl)piperazine-1-carbodithioate
• 英文别名: [1-[(4-Methylphenyl)methyl]triazol-4-yl]methyl 4-[ethyl(methyl)carbamoyl]piperazine-1-carbodithioate；[1-[(4-methylphenyl)methyl]triazol-4-yl]methyl 4-[ethyl(methyl)carbamoyl]piperazine-1-carbodithioate
• 化学式: C₂₀H₂₈N₆OS₂
• 分子量: 432.614
• InChiKey: DHCFJPZPRBWFOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 4-((prop-2-ynylthio)carbonothioyl)piperazine-1-carboxylate 在 copper(II) sulfate pentahydrate 、 sodium ascorbate 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 1.33h， 生成 (1-(4-methylbenzyl)-1H-1,2,3-triazol-4-yl)methyl 4-(ethyl(methyl)carbamoyl)piperazine-1-carbodithioate
  参考文献：
  名称：

  Design, synthesis and antiproliferative activity studies of novel 1,2,3-triazole–dithiocarbamate–urea hybrids

  摘要：

  A series of novel 1,2,3-triazole-dithiocarbamate-urea hybrids were designed, synthesized and their antiproliferative activities against four selected human cancer cell lines were evaluated. The results showed that a number of the hybrids exhibited potent activity in selected human cancer cell lines. Among them, compounds 27 and 34 showed broad spectrum anticancer activity with IC50 values ranging from 1.62 to 20.84 mu M and 0.76 to 13.55 mu M, respectively. Interestingly, compounds 27 and 34, being very potent against MGC-803 cells, exhibited no significant cytotoxicity against normal human embryonic kidney cells at up to 55 mu M and 70 mu M, respectively. Evidences of cell cycle arrest and apoptosis induction were obtained for the most effective compounds 27 and 34 by means of flow cytometry and microscopic techniques. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.058

文献信息

• Design, synthesis and antiproliferative activity studies of novel 1,2,3-triazole–dithiocarbamate–urea hybrids
  作者：Ying-Chao Duan、Yi-Chao Zheng、Xiao-Chen Li、Meng-Meng Wang、Xian-Wei Ye、Yuan-Yuan Guan、Gai-Zhi Liu、Jia-Xin Zheng、Hong-Min Liu

  DOI：10.1016/j.ejmech.2013.03.058

  日期：2013.6

  A series of novel 1,2,3-triazole-dithiocarbamate-urea hybrids were designed, synthesized and their antiproliferative activities against four selected human cancer cell lines were evaluated. The results showed that a number of the hybrids exhibited potent activity in selected human cancer cell lines. Among them, compounds 27 and 34 showed broad spectrum anticancer activity with IC50 values ranging from 1.62 to 20.84 mu M and 0.76 to 13.55 mu M, respectively. Interestingly, compounds 27 and 34, being very potent against MGC-803 cells, exhibited no significant cytotoxicity against normal human embryonic kidney cells at up to 55 mu M and 70 mu M, respectively. Evidences of cell cycle arrest and apoptosis induction were obtained for the most effective compounds 27 and 34 by means of flow cytometry and microscopic techniques. (C) 2013 Elsevier Masson SAS. All rights reserved.