4-benzyloxy-7-bromoindole-3-carbaldehyde | 404887-94-1

• 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: 4-benzyloxy-7-bromoindole-3-carbaldehyde
• 英文别名: 4-(Benzyloxy)-7-bromo-1H-indole-3-carbaldehyde；7-bromo-4-phenylmethoxy-1H-indole-3-carbaldehyde
• CAS: 404887-94-1
• 化学式: C₁₆H₁₂BrNO₂
• 分子量: 330.181
• InChiKey: BNJURINZABRUAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-benzyloxy-7-bromoindole-3-carbaldehyde 在 lithium aluminium tetrahydride 、 ammonium acetate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-benzyloxy-7-bromotryptamine
  参考文献：
  名称：

  [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF PREPARATION THEREOF
  [FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION

  摘要：

  This disclosure relates to heterocyclic compounds of Formula (I), Formula (II), and Formula (III) as well as the preparation and use thereof. As contemplated herein, heterocyclic compounds of Formula (I), Formula (II), and Formula (III) may be used for the treatment of neuropsychiatric, and neurodegenerative, neuroinflammatory and pain disorders including depression, as well as tobacco, opiate, and cocaine addiction, alcoholism, post-traumatic stress disorder (PTSD), and neuropathic pain syndromes including cluster headaches and chemotherapy induced peripheral neuropathy. Formula (I), Formula (II), Formula (III)

  公开号：

  WO2022246554A1
• 作为产物：
  描述：

  4-苯甲氧基吲哚-3-甲醛 在 pyridinium hydrobromide perbromide 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 5.0h， 以62%的产率得到4-benzyloxy-7-bromoindole-3-carbaldehyde
  参考文献：
  名称：

  Synthetic Studies of Psilocin Analogs Having Either a Formyl Group or Bromine Atom at the 5- or 7-Position.

  摘要：

  首次合成了在5位或7位具有甲酰基（9—12）或溴原子（13—18）的Psilocin类似物。此外，还建立了4-羟基（23, 24, 28）和4-苄氧吲哚-3-甲醛（19, 25, 29, 30）、4-苄氧吲哚-3-乙腈（20, 31）以及4-苄氧-N,N-二甲基色氨酸（32, 34, 35）的5-和7-溴衍生物的合成方法。

  DOI：

  10.1248/cpb.50.92

文献信息

• Synthetic Studies of Psilocin Analogs Having Either a Formyl Group or Bromine Atom at the 5- or 7-Position.
  作者：Fumio Yamada、Mayumi Tamura、Atsuko Hasegawa、Masanori Somei

  DOI：10.1248/cpb.50.92

  日期：——

  Psilocin analogs having either a formyl group (9—12) or a bromine atom (13—18) at the 5- or 7-position have been prepared for the first time. Syntheses of 5- and 7-bromo derivatives of 4-hydroxy- (23, 24, 28) and 4-benzyloxyindole-3-carbaldehyde (19, 25, 29, 30), 4-benzyloxyindole-3-acetonitriles (20, 31), and 4-benzyloxy-N, N-dimethyltryptamine (32, 34, 35) have also been established.

  首次合成了在5位或7位具有甲酰基（9—12）或溴原子（13—18）的Psilocin类似物。此外，还建立了4-羟基（23, 24, 28）和4-苄氧吲哚-3-甲醛（19, 25, 29, 30）、4-苄氧吲哚-3-乙腈（20, 31）以及4-苄氧-N,N-二甲基色氨酸（32, 34, 35）的5-和7-溴衍生物的合成方法。
• [EN] HETEROCYCLIC COMPOUNDS AND METHODS OF PREPARATION THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：[en]BRIGHT MINDS BIOSCIENCES INC.

  公开号：WO2022246554A1

  公开（公告）日：2022-12-01

  This disclosure relates to heterocyclic compounds of Formula (I), Formula (II), and Formula (III) as well as the preparation and use thereof. As contemplated herein, heterocyclic compounds of Formula (I), Formula (II), and Formula (III) may be used for the treatment of neuropsychiatric, and neurodegenerative, neuroinflammatory and pain disorders including depression, as well as tobacco, opiate, and cocaine addiction, alcoholism, post-traumatic stress disorder (PTSD), and neuropathic pain syndromes including cluster headaches and chemotherapy induced peripheral neuropathy. Formula (I), Formula (II), Formula (III)