benzyl indolo[2,3-a]carbazole-2-carboxylate | 1573117-08-4

• 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: benzyl indolo[2,3-a]carbazole-2-carboxylate
• 英文别名: Benzyl 11,12-dihydroindolo[2,3-a]carbazole-2-carboxylate；benzyl 11,12-dihydroindolo[2,3-a]carbazole-2-carboxylate
• CAS: 1573117-08-4
• 化学式: C₂₆H₁₈N₂O₂
• 分子量: 390.441
• InChiKey: SWTVTCQVKJUSLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  57.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  butyl indolo[2,3-a]carbazole-2-carboxylate 在 potassium carbonate 、 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 43.0h， 生成 benzyl indolo[2,3-a]carbazole-2-carboxylate
  参考文献：
  名称：

  NMR Method for Simultaneous Host–Guest Binding Constant Measurement

  摘要：

  An NMR-based relative binding affinity measurement method has been developed in which differences in the binding affinities of different hosts toward a particular guest (ΔlogK(ass) values) are measured in the same solution. As an advancement, the method allows the simultaneous determination of several ΔlogK(ass) values in a single run. As a proof of principle, the method was used to measure binding affinity differences of a number of indolocarbazole- and urea-based synthetic receptors toward acetate ion in DMSO-d6/H2O (99.5%:0.5% m/m). As a result, a binding affinity scale containing 33 receptors and spanning 2.32 log units with excellent self-consistency (consistency standard deviation = 0.01 log unit) was created. Together with the very good agreement of the results with those obtained by UV-vis spectrophotometry, this demonstrates the high accuracy of the method and the fact that the NMR and UV-vis techniques can be used interchangeably (in spite of the very different concentrations used in these techniques). Additionally, it was found for symmetrical receptor molecules from the same compound family that there is a correlation between the acetate binding affinity of a receptor and the (15)N chemical shift of the nitrogen atoms of its binding centers.

  DOI：

  10.1021/jo4027963

文献信息

• NMR Method for Simultaneous Host–Guest Binding Constant Measurement
  作者：Sandip A. Kadam、Kristjan Haav、Lauri Toom、Tõiv Haljasorg、Ivo Leito

  DOI：10.1021/jo4027963

  日期：2014.3.21

  An NMR-based relative binding affinity measurement method has been developed in which differences in the binding affinities of different hosts toward a particular guest (ΔlogK(ass) values) are measured in the same solution. As an advancement, the method allows the simultaneous determination of several ΔlogK(ass) values in a single run. As a proof of principle, the method was used to measure binding affinity differences of a number of indolocarbazole- and urea-based synthetic receptors toward acetate ion in DMSO-d6/H2O (99.5%:0.5% m/m). As a result, a binding affinity scale containing 33 receptors and spanning 2.32 log units with excellent self-consistency (consistency standard deviation = 0.01 log unit) was created. Together with the very good agreement of the results with those obtained by UV-vis spectrophotometry, this demonstrates the high accuracy of the method and the fact that the NMR and UV-vis techniques can be used interchangeably (in spite of the very different concentrations used in these techniques). Additionally, it was found for symmetrical receptor molecules from the same compound family that there is a correlation between the acetate binding affinity of a receptor and the (15)N chemical shift of the nitrogen atoms of its binding centers.