1-[2-[4-[[5-Chloro-3-[[1-[2-(2,3-dioxoindol-1-yl)ethyl]triazol-4-yl]methyl]-2,4-dioxopyrimidin-1-yl]methyl]triazol-1-yl]ethyl]indole-2,3-dione | 1416472-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-[2-[4-[[5-Chloro-3-[[1-[2-(2,3-dioxoindol-1-yl)ethyl]triazol-4-yl]methyl]-2,4-dioxopyrimidin-1-yl]methyl]triazol-1-yl]ethyl]indole-2,3-dione
• 英文别名: 1-[2-[4-[[5-chloro-3-[[1-[2-(2,3-dioxoindol-1-yl)ethyl]triazol-4-yl]methyl]-2,4-dioxopyrimidin-1-yl]methyl]triazol-1-yl]ethyl]indole-2,3-dione
• CAS: 1416472-51-9
• 化学式: C₃₀H₂₃ClN₁₀O₆
• 分子量: 655.029
• InChiKey: PYDFVAWWFGUXPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  177
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-(2-溴乙基)-1H-吲哚-2,3-二酮 在 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 1-[2-[4-[[5-Chloro-3-[[1-[2-(2,3-dioxoindol-1-yl)ethyl]triazol-4-yl]methyl]-2,4-dioxopyrimidin-1-yl]methyl]triazol-1-yl]ethyl]indole-2,3-dione
  参考文献：
  名称：

  Synthesis of novel 1H-1,2,3-triazole tethered C-5 substituted uracil–isatin conjugates and their cytotoxic evaluation

  摘要：

  The present manuscript describes the synthesis of uracil isatin hybrids via azide-alkyne cycloadditions and their cytotoxic evaluation against three human cancer cell lines viz. HeLa (cervix), MCF-7 (breast) and DU145 (prostate) using MIT assay. The evaluation studies revealed the dependence of cytotoxicity on C-5 substituents of both uracil and isatin as well as the alkyl chain length with compounds 6g and 6k showing IC50 values 18.21 and 13.90 mu M respectively against DU145 cell lines. Most of the synthesized conjugates exhibited considerable selectivity against MCF-7 and DU145 cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.008

文献信息

• Synthesis of novel 1H-1,2,3-triazole tethered C-5 substituted uracil–isatin conjugates and their cytotoxic evaluation
  作者：Kewal Kumar、Sunil Sagar、Luke Esau、Mandeep Kaur、Vipan Kumar

  DOI：10.1016/j.ejmech.2012.10.008

  日期：2012.12

  The present manuscript describes the synthesis of uracil isatin hybrids via azide-alkyne cycloadditions and their cytotoxic evaluation against three human cancer cell lines viz. HeLa (cervix), MCF-7 (breast) and DU145 (prostate) using MIT assay. The evaluation studies revealed the dependence of cytotoxicity on C-5 substituents of both uracil and isatin as well as the alkyl chain length with compounds 6g and 6k showing IC50 values 18.21 and 13.90 mu M respectively against DU145 cell lines. Most of the synthesized conjugates exhibited considerable selectivity against MCF-7 and DU145 cell lines. (C) 2012 Elsevier Masson SAS. All rights reserved.