3-aminoethyl-2-phenyl-1H-pyrrolo[3,2-c]pyridine | 868173-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-aminoethyl-2-phenyl-1H-pyrrolo[3,2-c]pyridine
• 英文别名: 2-{2-phenyl-1H-pyrrolo[3,2-c]pyridin-3-yl}ethan-1-amine, 20；2-(2-phenyl-1H-pyrrolo[3,2-c]pyridin-3-yl)ethanamine
• CAS: 868173-81-3
• 化学式: C₁₅H₁₅N₃
• 分子量: 237.304
• InChiKey: RDJXCVFVJCRJDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-aminoethyl-2-phenyl-1H-pyrrolo[3,2-c]pyridine 、 聚合甲醛 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以65%的产率得到3-(N,N-dimethylaminoethyl)-2-phenyl-1H-pyrrolo[3,2-c]pyridine
  参考文献：
  名称：

  5-ZATRYPTAMINE ANALOGS AS h5-HT6 SEROTONIN RECEPTOR LIGANDS

  摘要：

  5-Aza analogs were prepared of several tryptamine derivatives and a skatole derivative known to bind at human 5-HT6 receptors and evaluated to determine if they bind in a manner similar to their indolic analogs. In general, the azatryptamines did not behave exactly like their tryptamine counterparts, but the behavior of NI-benzenesulfonyl analogs was reminiscent of the known arylsulfonyltryptamines. For example, N-1-(4-aminobenzenesulfonyl)-5-azaskatole (18; K-i = 41 nM) displayed an affinity comparable to N-1-(4-aminobenzenesulfonyl)skatole.

  DOI：

  10.1007/s00044-004-0121-8
• 作为产物：
  描述：

  3-(N-acetylaminomethyl)-2-phenyl-1H-pyrrolo[3,2-c]pyridine 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以81%的产率得到3-aminoethyl-2-phenyl-1H-pyrrolo[3,2-c]pyridine
  参考文献：
  名称：

  5-ZATRYPTAMINE ANALOGS AS h5-HT6 SEROTONIN RECEPTOR LIGANDS

  摘要：

  5-Aza analogs were prepared of several tryptamine derivatives and a skatole derivative known to bind at human 5-HT6 receptors and evaluated to determine if they bind in a manner similar to their indolic analogs. In general, the azatryptamines did not behave exactly like their tryptamine counterparts, but the behavior of NI-benzenesulfonyl analogs was reminiscent of the known arylsulfonyltryptamines. For example, N-1-(4-aminobenzenesulfonyl)-5-azaskatole (18; K-i = 41 nM) displayed an affinity comparable to N-1-(4-aminobenzenesulfonyl)skatole.

  DOI：

  10.1007/s00044-004-0121-8

文献信息

• 5-ZATRYPTAMINE ANALOGS AS h5-HT6 SEROTONIN RECEPTOR LIGANDS
  作者：Manik Pullagurla、Małgorzata Dukat、Bryan L. Roth、Vincent Setola、Richard A. Glennon

  DOI：10.1007/s00044-004-0121-8

  日期：2005.1

  5-Aza analogs were prepared of several tryptamine derivatives and a skatole derivative known to bind at human 5-HT6 receptors and evaluated to determine if they bind in a manner similar to their indolic analogs. In general, the azatryptamines did not behave exactly like their tryptamine counterparts, but the behavior of NI-benzenesulfonyl analogs was reminiscent of the known arylsulfonyltryptamines. For example, N-1-(4-aminobenzenesulfonyl)-5-azaskatole (18; K-i = 41 nM) displayed an affinity comparable to N-1-(4-aminobenzenesulfonyl)skatole.