2-(3,7-Dihydropyrano[3,2-e]indol-1-yl)ethanamine | 169135-15-3

• 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: 2-(3,7-Dihydropyrano[3,2-e]indol-1-yl)ethanamine
• CAS: 169135-15-3
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: LHKKYXIRMCHOAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  51
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  [2-(3,7-Dihydro-pyrano[3,2-e]indol-1-yl)-ethyl]-carbamic acid benzyl ester 在 10% palladium on activated charcoal 、 氢气 作用下， 以100%的产率得到2-(3,7-Dihydropyrano[3,2-e]indol-1-yl)ethanamine
  参考文献：
  名称：

  Synthesis of dihydropyrano[3,2-e]indoles as rotationally restricted phenolic analogs of 5-hydroxyindole—thermal Claisen approach versus gold catalysis

  摘要：

  The Claisen rearrangement/cyclization of 5-propargyloxyindoles (2) to afford dihydropyrano[3,2-e]indoles (3) as direct precursors to tetrahydropyrano[3,2-e]indoles (1, a rotationally restricted phenolic analog of 5-hydroxyindole) was examined using either refluxing bromobenzene (156 degrees C) or Au(+1) catalysis in refluxing dioxane (101 degrees C). This transformation was best effected using Au(+1) catalysis (i.e., tris[triphenylphosphinegold(I)] oxonium tetrafluoroborate) because this method required a lower reaction temperature and gave better yields when compared to the simple thermal reaction conditions (156 C). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.084

文献信息

• Modulation of Neurogenesis By Melatoninergic Agents
  申请人：Barlow Carrolee

  公开号：US20080167363A1

  公开（公告）日：2008-07-10

  The present disclosure describes methods for treating diseases and conditions of the central and peripheral nervous system by stimulating or increasing neurogenesis. The disclosure includes compositions and methods based on use of melatonin or other melatoninergic agent, optionally in combination with one or more other neurogenic agents, to stimulate or activate the formation of new nerve cells.
• [EN] MODULATION OF NEUROGENESIS BY MELATONINERGIC LIGANDS<br/>[FR] MODULATION DE LA NEUROGENÈSE PAR DES LIGANDS MÉLATONINERGIQUES
  申请人：BRAINCELLS INC

  公开号：WO2008083204A2

  公开（公告）日：2008-07-10

  [EN] The present disclosure describes methods for treating diseases and conditions of the central and peripheral nervous system by stimulating or increasing neurogenesis. The disclosure includes compositions and methods based on use of melatonin or other melatoninergic agent, optionally in combination with one or more other neurogenic agents, to stimulate or activate the formation of new nerve cells.
  [FR] La présente invention concerne des procédés de traitement de maladies et de conditions du système nerveux central et périphérique en stimulant ou en augmentant la neurogenèse. L'invention comprend des compositions et des procédés basés sur l'utilisation de mélatonine ou d'un autre agent mélatoninergique, éventuellement en association avec un ou plus des agents neurogénigues, afin de stimuler ou d'activer la formation de nouvelles cellules nerveuses.