4,4-di(1H-indol-3-yl)butanoic acid | 423769-63-5

• 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: 4,4-di(1H-indol-3-yl)butanoic acid
• 英文别名: 4,4-bis-(1H-indol-3-yl)-butyric acid；4,4-bis(1H-indol-3-yl)butanoic acid
• CAS: 423769-63-5
• 化学式: C₂₀H₁₈N₂O₂
• 分子量: 318.375
• InChiKey: WMSGWZOURZCIBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.9
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4-di(1H-indol-3-yl)butanoic acid 、 苄氧基胺盐酸盐 在 N-甲基吗啉 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到N-benzyloxy-4,4-bis-(1H-indol-3-yl)-butyramide
  参考文献：
  名称：

  Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors

  摘要：

  In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed and synthesized a series of hydroxamic acids containing a bis-(indolyl) methane moiety. HDAC inhibition pro. le and antiproliferative activity were evaluated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.101
• 作为产物：
  描述：

  ethyl 4,4-di(1H-indol-3-yl)butanoate 在 sodium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4,4-di(1H-indol-3-yl)butanoic acid
  参考文献：
  名称：

  Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors

  摘要：

  In order to gather further knowledge about the structural requirements on histone deacetylase inhibitors (HDACi), starting from the schematic model of the common pharmacophore that characterizes this class of molecules (surface recognition CAP group-connection unit-linker region-Zinc Binding Group), we designed and synthesized a series of hydroxamic acids containing a bis-(indolyl) methane moiety. HDAC inhibition pro. le and antiproliferative activity were evaluated. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.101

文献信息

• Bis-heterocyclic compounds with antitumour and chemosensitising activity
  申请人：——

  公开号：US20040053987A1

  公开（公告）日：2004-03-18

  Bis-heterocyclic compounds of general formula (1) are described which are useful as antitumour and cheomsensitising agents.

  一般式（1）的双杂环化合物被描述为可用作抗肿瘤和化疗增敏剂。
• Indole Derivatives Having Antitumor Activity
  申请人：Pisano Claudio

  公开号：US20080207729A1

  公开（公告）日：2008-08-28

  Indole derivatives of Formula (I+A) having antitumour and chemosensitizing activity are described. Also described are pharmaceutical compositions containing the above-mentioned compounds, for the treatment of tumours.

  本文描述了具有抗肿瘤和化疗敏感活性的公式(I+A)的吲哚衍生物。还描述了含有上述化合物的药物组合物，用于治疗肿瘤。
• Palladium-catalyzed γ,γ-Diarylation of alkenyl carbonyl compounds assisted by N,S-Bidentate auxiliary
  作者：Zhu-Zhu Zhang、Xiao-Fang Li、Lian-Hui Chen、Xiao-Hong Zhang、Xing-Guo Zhang

  DOI：10.1016/j.tet.2022.133138

  日期：2022.12

  A palladium-catalyzed selective diarylation of alkenyl carbonyl compounds with electron-rich aromatics is developed. The diarylation employs a removable N,S-bidentate directing group to stabilize the five-membered alkylpalladium (II) species and control the regioselectivity of the twofold arylations. Indoles can act as the electron-rich nucleophiles to undergo the diarylation smoothly, furnishing the

  开发了钯催化的烯基羰基化合物与富电子芳烃的选择性二芳基化反应。二芳基化使用可去除的N，S-双齿导向基团来稳定五元烷基钯 (II) 物种并控制双重芳基化的区域选择性。吲哚可以作为富电子亲核试剂顺利进行二芳基化，以良好的收率提供高度功能化的双吲哚甲酰胺。
• BIS-HETEROCYCLIC COMPOUNDS WITH ANTITUMOUR AND CHEMOSENSITISING ACTIVITY
  申请人：SIGMA-TAU IndustrieFarmaceutiche Riunite S.p.A.

  公开号：EP1337511A1

  公开（公告）日：2003-08-27
• US7084166B2
  申请人：——

  公开号：US7084166B2

  公开（公告）日：2006-08-01