Ethyl-5-nitro-indol-3-carboxylat | 91090-94-7

• 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: Ethyl-5-nitro-indol-3-carboxylat
• 英文别名: 5-nitro-indole-3-carboxylic acid ethyl ester；ethyl 5-nitro-1H-indole-3-carboxylate
• CAS: 91090-94-7
• 化学式: C₁₁H₁₀N₂O₄
• 分子量: 234.211
• InChiKey: OOSFWGPHDJFGEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 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：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl-5-nitro-indol-3-carboxylat 在 palladium on activated charcoal 18-冠醚-6 、 potassium tert-butylate 、 ammonium formate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Novel, selective indole-based ECE inhibitors: Lead optimization via solid-phase and classical synthesis

  摘要：

  A novel class of indole-based endothelia-converting enzyme (ECE) inhibitors was identified by high throughput screening. We report systematic optimization of this compound class by means of classical and solid-phase chemistry. Optimized compounds with a bisarylamide side chain at the 2-position of the indole skeleton exhibit low-nanomolar activity on ECE. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.085

文献信息

• Synthesis and Pharmacological Evaluation of Indole Derivatives as Deaza Analogues of Potent Human Neutrophil Elastase Inhibitors
  作者：Letizia Crocetti、Igor A. Schepetkin、Giovanna Ciciani、Maria Paola Giovannoni、Gabriella Guerrini、Antonella Iacovone、Andrei I. Khlebnikov、Liliya N. Kirpotina、Mark T. Quinn、Claudia Vergelli

  DOI：10.1002/ddr.21323

  日期：2016.9

  Preclinical Research

  临床前研究
• Design and synthesis of the first indole-based blockers of Panx-1 channel
  作者：Letizia Crocetti、Gabriella Guerrini、Sara Puglioli、Maria Paola Giovannoni、Lorenzo Di Cesare Mannelli、Elena Lucarini、Carla Ghelardini、Junjie Wang、Gerhard Dahl

  DOI：10.1016/j.ejmech.2021.113650

  日期：2021.11
• Novel, selective indole-based ECE inhibitors: Lead optimization via solid-phase and classical synthesis
  作者：Michael Brands、Jens-Kerim Ergüden、Kentaro Hashimoto、Dirk Heimbach、Christian Schröder、Stephan Siegel、Johannes-Peter Stasch、Stefan Weigand

  DOI：10.1016/j.bmcl.2005.06.085

  日期：2005.10

  A novel class of indole-based endothelia-converting enzyme (ECE) inhibitors was identified by high throughput screening. We report systematic optimization of this compound class by means of classical and solid-phase chemistry. Optimized compounds with a bisarylamide side chain at the 2-position of the indole skeleton exhibit low-nanomolar activity on ECE. (c) 2005 Elsevier Ltd. All rights reserved.