(2S)-N-{4-[4-[(5-(5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-methoxyphenyl)oxy]butyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethylthioacetal | 1251485-83-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S)-N-{4-[4-[(5-(5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-methoxyphenyl)oxy]butyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethylthioacetal
• CAS: 1251485-83-2
• 化学式: C₃₉H₄₈N₄O₁₁S₂
• 分子量: 812.962
• InChiKey: BJVSMGVLHQDHNH-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.03
• 重原子数：
  56.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  166.98
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  (2S)-N-{4-[4-[(5-(5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-methoxyphenyl)oxy]butyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethylthioacetal 在 tin(II) chloride dihdyrate 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, anticancer activity and mitochondrial mediated apoptosis inducing ability of 2,5-diaryloxadiazole–pyrrolobenzodiazepine conjugates

  摘要：

  A series of 2,5-diaryloxadiazole linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates have been prepared and evaluated for their anticancer activity. These conjugates have shown promising activity with GI(50) values ranging from < 0.1 to 0.29 mu M. It is observed that some of these conjugates particularly 4a, 4d, 4i and 4l exhibit significant anticancer activity. Some detailed biological assays relating to the cell cycle aspects associated to Bax and caspases have been examined with a view to understand the mechanism of action of these conjugates. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.067
• 作为产物：
  描述：

  2-(3-hydroxy-4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 、 (2S)-N-[4-(4-bromobutyl)oxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethylthioacetal 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以85%的产率得到(2S)-N-{4-[4-[(5-(5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazol-2-yl)-2-methoxyphenyl)oxy]butyl]oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethylthioacetal
  参考文献：
  名称：

  Synthesis, anticancer activity and mitochondrial mediated apoptosis inducing ability of 2,5-diaryloxadiazole–pyrrolobenzodiazepine conjugates

  摘要：

  A series of 2,5-diaryloxadiazole linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates have been prepared and evaluated for their anticancer activity. These conjugates have shown promising activity with GI(50) values ranging from < 0.1 to 0.29 mu M. It is observed that some of these conjugates particularly 4a, 4d, 4i and 4l exhibit significant anticancer activity. Some detailed biological assays relating to the cell cycle aspects associated to Bax and caspases have been examined with a view to understand the mechanism of action of these conjugates. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.067