8,8-bis-(1H-indol-3-yl)-octanoic acid ethyl ester | 916917-63-0

• 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: 8,8-bis-(1H-indol-3-yl)-octanoic acid ethyl ester
• 英文别名: ethyl 8,8-bis(1H-indol-3-yl)octanoate
• CAS: 916917-63-0
• 化学式: C₂₆H₃₀N₂O₂
• 分子量: 402.536
• InChiKey: YVCOGFZMJSTMRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  57.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8,8-bis-(1H-indol-3-yl)-octanoic acid ethyl ester 在 sodium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 8,8-bis-(1H-indol-3-yl)-octanoic 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
• 作为产物：
  描述：

  吲哚 、 ethyl 8-oxo-octanoate 在 dysprosium(III) trifluoromethanesulfonate 作用下， 以 甲醇 、 水 为溶剂， 生成 8,8-bis-(1H-indol-3-yl)-octanoic acid ethyl ester
  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

• 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。
• US8053460B2
  申请人：——

  公开号：US8053460B2

  公开（公告）日：2011-11-08
• Exploring bis-(indolyl)methane moiety as an alternative and innovative CAP group in the design of histone deacetylase (HDAC) inhibitors
  作者：Giuseppe Giannini、Mauro Marzi、Maria Di Marzo、Gianfranco Battistuzzi、Riccardo Pezzi、Tiziana Brunetti、Walter Cabri、Loredana Vesci、Claudio Pisano

  DOI：10.1016/j.bmcl.2009.03.101

  日期：2009.5

  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.