3-(7-chloro-1H-indol-3-yl)propanal | 843656-07-5

• 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: 3-(7-chloro-1H-indol-3-yl)propanal
• CAS: 843656-07-5
• 化学式: C₁₁H₁₀ClNO
• 分子量: 207.659
• InChiKey: XKFGOBIJUNWFTG-UHFFFAOYSA-N

物化性质

• 沸点：
  376.9±27.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(7-chloro-1H-indol-3-yl)propanal 以 乙醇 、 N,N-二甲基乙酰胺 、 水 、 甲苯 为溶剂， 反应 22.0h， 生成 5-[2-(7-Chloro-1H-indol-3-yl)-ethyl]-3-methyl-imidazolidine-2,4-dione
  参考文献：
  名称：

  [EN] INHIBITORS OF CELLULAR NECROSIS AND RELATED METHODS
  [FR] INHIBITEURS DE NÉCROSE CELLULAIRE ET PROCÉDÉS ASSOCIÉS

  摘要：

  提供具有以下结构（I）的化合物：或其药用盐、前药、立体异构体或互变异构体。还提供相关化合物、制备方法以及利用这些化合物治疗各种适应症的用途，包括治疗坏死细胞疾病和/或炎症。

  公开号：

  WO2016094846A1
• 作为产物：
  描述：

  7-Chloro-3-(2-iodo-ethyl)-1H-indole 在 二异丁基氢化铝 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 9.0h， 生成 3-(7-chloro-1H-indol-3-yl)propanal
  参考文献：
  名称：

  Structure–activity relationship study of novel necroptosis inhibitors

  摘要：

  Necroptosis is a regulated caspase-independent cell death mechanism that results in morphological features resembling necrosis. It can be induced in a FADD-deficient variant of human Jurkat T cells treated with TNF-alpha. 5-(1H-Indol-3-ylmethyl)-2-thiohydantoins and 5-(1H-indol-3-ylmethyl)hydantoins were found to be potent necroptosis inhibitors (called necrostatins). A SAR study revealed that several positions of the indole were intolerant of substitution, while small substituents at the 7-position resulted in increased inhibitory activity. The hydantoin ring was also quite sensitive to structural modifications. A representative member of this compound class demonstrated moderate pharmacokinetic characteristics and readily entered the central nervous system upon intravenous administration. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.077

文献信息

• [EN] 3-AMINO CHOMAN AND 2-AMINO TETRALIN DERIVATIVES<br/>[FR] DERIVES 3-AMINO CHOMANE ET 2-AMINO TETRALINE
  申请人：WYETH CORP

  公开号：WO2005012291A1

  公开（公告）日：2005-02-10

  3-Amino chroman and 2-amino tetralin derivatives and compositions containing such compounds are disclosed. Methods of using the 3-amino chroman and 2-amino tetralin compounds and compositions containing such compounds in the treatment of serotonin disorders, such as depression and anxiety, are also disclosed.

  揭示了3-氨基色苷和2-氨基四氢萘衍生物以及含有这些化合物的组合物。还揭示了在治疗血清素失调症，如抑郁症和焦虑症中使用3-氨基色苷和2-氨基四氢萘化合物以及含有这些化合物的组合物的方法。
• 3-Amino chroman and 2-amino tetralin derivatives
  申请人：Hatzenbuhler Theriault Nicole

  公开号：US20050032873A1

  公开（公告）日：2005-02-10

  3-Amino chroman and 2-amino tetralin derivatives and compositions containing such compounds are disclosed. Methods of using the 3-amino chroman and 2-amino tetralin compounds and compositions containing such compounds in the treatment of serotonin disorders, such as depression and anxiety, are also disclosed.

  本文披露了3-氨基色满和2-氨基四氢萘衍生物及含有这些化合物的组合物。还披露了使用3-氨基色满和2-氨基四氢萘化合物及含有这些化合物的组合物治疗血清素失调症，如抑郁和焦虑的方法。
• INHIBITORS OF CELLULAR NECROSIS AND RELATED METHODS
  申请人：President and Fellows of Harvard College

  公开号：US20160168128A1

  公开（公告）日：2016-06-16

  A compound having the following structure (I): or a pharmaceutically acceptable salt, prodrug, stereoisomer or tautomer thereof, is provided. Related compounds, methods for preparation of the same and uses of the compounds for treatment of various indications, including treatment of necrotic cell diseases and/or inflammation, are also provided.

  提供具有以下结构（I）的化合物或其药学上可接受的盐、前药、立体异构体或互变异构体。还提供相关化合物、其制备方法以及用于治疗各种症状，包括治疗坏死细胞疾病和/或炎症的化合物的用途。
• Homotryptamines as potent and selective serotonin reuptake inhibitors (SSRIs)
  作者：William D. Schmitz、Derek J. Denhart、Allison B. Brenner、Jonathan L. Ditta、Ronald J. Mattson、Gail K. Mattson、Thaddeus F. Molski、John E. Macor

  DOI：10.1016/j.bmcl.2005.01.059

  日期：2005.3

  A series of N,N-dimethylhomotryptamines was prepared and their binding affinities at the serotonin transporter (SERT) were determined. Compounds possessing an electron withdrawing substituent at the C5-position of the indole nucleus were found to be potent SSRIs. Initial attempts at conformational restriction of the propylamine sidechain by incorporation of a quinuclidine bicyclic structure did not improve binding affinity at SERT. (c) 2005 Elsevier Ltd. All rights reserved.
• One-pot synthesis of homotryptamines from indoles
  作者：Derek J. Denhart、Ronald J. Mattson、Jonathan L. Ditta、John E. Macor

  DOI：10.1016/j.tetlet.2004.03.070

  日期：2004.5

  A method is presented for the one-pot synthesis of homotryptamines by the MacMillan reaction of indoles with acrolein followed by reductive amination. (C) 2004 Elsevier Ltd. All rights reserved.