N,N'-bis[2-(1H-indol-3-yl)-ethyl]-N,N'-dimethyl-phthalamide | 521949-80-4

• 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: N,N'-bis[2-(1H-indol-3-yl)-ethyl]-N,N'-dimethyl-phthalamide
• 英文别名: 1-N,2-N-bis[2-(1H-indol-3-yl)ethyl]-1-N,2-N-dimethylbenzene-1,2-dicarboxamide
• CAS: 521949-80-4
• 化学式: C₃₀H₃₀N₄O₂
• 分子量: 478.594
• InChiKey: GUNGSXWHGZCDJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis[2-(1H-indol-3-yl)-ethyl]-N,N'-dimethyl-phthalamide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以49%的产率得到1-N,2-N-bis[2-(1H-indol-3-yl)ethyl]-1-N,2-N-dimethylbenzene-1,2-dicarbothioamide
  参考文献：
  名称：

  A way to manage the thermal flexibility of ligand candidates for bioassays

  摘要：

  An original way to manage both stereochemistry and conformational constraints in ligand candidates for bioassays is presented with reference to a group of model NN-tetrasubstituted o-phthalamides and thioamides. The study shows that a scale of thermal flexibility in solution can be envisaged, the divisions of which are represented by compounds sharing quite similar geometrical features. NMR spectroscopy and powder X-ray analysis were used for the physical chemical investigation. An attempt to exploit the conformational instability of a model thioamide in the medium of a bioassay was also performed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.011
• 作为产物：
  描述：

  苯酐 、 N(omega)-甲基色胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到N,N'-bis[2-(1H-indol-3-yl)-ethyl]-N,N'-dimethyl-phthalamide
  参考文献：
  名称：

  A way to manage the thermal flexibility of ligand candidates for bioassays

  摘要：

  An original way to manage both stereochemistry and conformational constraints in ligand candidates for bioassays is presented with reference to a group of model NN-tetrasubstituted o-phthalamides and thioamides. The study shows that a scale of thermal flexibility in solution can be envisaged, the divisions of which are represented by compounds sharing quite similar geometrical features. NMR spectroscopy and powder X-ray analysis were used for the physical chemical investigation. An attempt to exploit the conformational instability of a model thioamide in the medium of a bioassay was also performed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.011

文献信息

• Successful bridging from a peptide to a non peptide antagonist at the human tachykinin NK-2 receptor
  作者：Maria Altamura、Franca Canfarini、Rose-Marie Catalioto、Antonio Guidi、Franco Pasqui、Anna R Renzetti、Antonio Triolo、Carlo A Maggi

  DOI：10.1016/s0960-894x(02)00539-5

  日期：2002.10

  Non peptide products have been found to show nanomolar binding and functional affinities at the human tachykinin NK-2 receptor. The new antagonists do not possess stereogenic centers and their thermal behaviour in solution is featured by a peculiar set of conformational stereoisomers. A macroscopic viewpoint is preferentially adopted to rationalize the obtained results. (C) 2002 Elsevier Science Ltd. All rights reserved.