methyl 6-(1H-indole-3-carbonylamino)hexanoate | 593252-57-4

• 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: methyl 6-(1H-indole-3-carbonylamino)hexanoate
• CAS: 593252-57-4
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: OAHRTELUIIRBAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  71.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 6-(1H-indole-3-carbonylamino)hexanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 6-(1H-indole-3-carbonylamino)hexanoic acid
  参考文献：
  名称：

  Indole amide hydroxamic acids as potent inhibitors of histone deacetylases

  摘要：

  A series of hydroxamic acid-based HDAC inhibitors with an indole amide residue at the terminus have been synthesized and evaluated. Compounds with a 2-indole amide moiety have been found as the most active inhibitors among the different regioisomers. Introduction of substituents on the indole ring further improved the potency and generated a series of very potent inhibitors with significant antiproliferative activity. A representative compound in the series, 7b, has been found to be orally active in tumor growth inhibition model. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00301-9
• 作为产物：
  描述：

  3-吲哚甲酸 、 (6-甲氧基-6-氧代己基)胺 在 N-甲基吗啉 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 6-(1H-indole-3-carbonylamino)hexanoate
  参考文献：
  名称：

  Indole amide hydroxamic acids as potent inhibitors of histone deacetylases

  摘要：

  A series of hydroxamic acid-based HDAC inhibitors with an indole amide residue at the terminus have been synthesized and evaluated. Compounds with a 2-indole amide moiety have been found as the most active inhibitors among the different regioisomers. Introduction of substituents on the indole ring further improved the potency and generated a series of very potent inhibitors with significant antiproliferative activity. A representative compound in the series, 7b, has been found to be orally active in tumor growth inhibition model. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00301-9