3-aminoethyl-2-ethyl-1H-pyrrolo[3,2-c]pyridine | 868173-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 3-aminoethyl-2-ethyl-1H-pyrrolo[3,2-c]pyridine
• 英文别名: 2-{2-ethyl-1H-pyrrolo[3,2-c]pyridin-3-yl}ethan-1-amine, 23；2-(2-ethyl-1H-pyrrolo[3,2-c]pyridin-3-yl)ethanamine
• CAS: 868173-77-7
• 化学式: C₁₁H₁₅N₃
• 分子量: 189.26
• InChiKey: MQLGWXQXEYRQPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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-ethyl-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57%的产率得到3-(N,N-dimethylaminoethyl)-2-ethyl-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：

  N-<2-<2-trimethylsilyl-1H-pyrrolo<3,2-c>pyridin-3-yl>ethyl>acetamide 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 sodium hydroxide 、 2,6-二叔丁基-4-甲基苯酚 、 一氯化碘 、 lithium chloride 作用下， 以 四氯化碳 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-aminoethyl-2-ethyl-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.