1-(3-dimethylaminopropyl)-1H-indole-3-carboxylic acid | 153050-75-0

• 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: 1-(3-dimethylaminopropyl)-1H-indole-3-carboxylic acid
• 英文别名: 1-[3-(Dimethylamino)propyl]-1H-indole-3-carboxylic acid；1-[3-(dimethylamino)propyl]indole-3-carboxylic acid
• CAS: 153050-75-0
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: LSUFHKMNOSVIJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.357
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-dimethylaminopropyl)-1H-indole-3-carboxylic acid 在 sodium azide 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 11.5h， 生成 1-[1-(3-dimethylaminopropyl)-1H-indol-3-yl]-3-(4-phenyl-pyrimidin-2-yl)urea
  参考文献：
  名称：

  The synthesis and evaluation of indolylureas as PKCα inhibitors

  摘要：

  PKC alpha and PKA have crucial but opposing roles in the regulation of calcium handling within myocytes. Identification of compounds that inhibit PKC alpha, but not PKA, are potential therapeutic targets for the treatment of heart disease. The synthesis of indolylureas are described, and a compound displaying nanomolar inhibition towards PKC alpha with significant selectivity over PKA has been identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.036
• 作为产物：
  描述：

  吲哚-3-甲酸甲酯 在 2,6-二甲基吡啶 、 四丁基氟化铵 、 caesium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 73.5h， 生成 1-(3-dimethylaminopropyl)-1H-indole-3-carboxylic acid
  参考文献：
  名称：

  The synthesis and evaluation of indolylureas as PKCα inhibitors

  摘要：

  PKC alpha and PKA have crucial but opposing roles in the regulation of calcium handling within myocytes. Identification of compounds that inhibit PKC alpha, but not PKA, are potential therapeutic targets for the treatment of heart disease. The synthesis of indolylureas are described, and a compound displaying nanomolar inhibition towards PKC alpha with significant selectivity over PKA has been identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.02.036

文献信息

• The synthesis and evaluation of indolylureas as PKCα inhibitors
  作者：Jane F. Djung、Richard. J. Mears、Christian A.G.N. Montalbetti、Thomas S. Coulter、Adam Golebiowski、Andrew N. Carr、Oliver Barker、Kenneth D. Greis、Songtao Zhou、Elizabeth Dolan、Gregory F. Davis

  DOI：10.1016/j.bmc.2011.02.036

  日期：2011.4

  PKC alpha and PKA have crucial but opposing roles in the regulation of calcium handling within myocytes. Identification of compounds that inhibit PKC alpha, but not PKA, are potential therapeutic targets for the treatment of heart disease. The synthesis of indolylureas are described, and a compound displaying nanomolar inhibition towards PKC alpha with significant selectivity over PKA has been identified. (C) 2011 Elsevier Ltd. All rights reserved.