5-羟基-1H-吲哚-3-羧酸,乙酯 | 24370-69-2

• 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
• 中文名称: 5-羟基-1H-吲哚-3-羧酸,乙酯
• 中文别名: 5-羟基-3-羧酸乙酯吲哚；5-羟基-1H-吲哚-3-甲酸乙酯
• 英文名称: 5-hydroxy-1H-indole-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-hydroxy-1H-indole-3-carboxylate
• CAS: 24370-69-2
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: AFDVGUDDOURIQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 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：
  62.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-羟基-1H-吲哚-3-羧酸,乙酯 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 Ethyl 16,17-dimethoxy-12-oxa-1,7-diazapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),5,9,14,16,18-heptaene-5-carboxylate
  参考文献：
  名称：

  Identification and characterization of m4 selective muscarinic antagonists

  摘要：

  Our interest in the area of m4 muscarinic antagonists has led us to study a series of benzoxazine isoquinolines. One of the most potent and selective compounds of this series is example 1 with an IC50 value of 90.7nM at m4 receptors, and 72-fold (m1), 38-fold (m2), 10-fold (m3), and 82-fold (m5) more selective compared to the other receptors. The synthesis and receptor binding affinity of analogs of 1 are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00351-5
• 作为产物：
  描述：

  5-benzyloxy-indole-3-carboxylic acid ethyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 5-羟基-1H-吲哚-3-羧酸,乙酯
  参考文献：
  名称：

  Identification and characterization of m4 selective muscarinic antagonists

  摘要：

  Our interest in the area of m4 muscarinic antagonists has led us to study a series of benzoxazine isoquinolines. One of the most potent and selective compounds of this series is example 1 with an IC50 value of 90.7nM at m4 receptors, and 72-fold (m1), 38-fold (m2), 10-fold (m3), and 82-fold (m5) more selective compared to the other receptors. The synthesis and receptor binding affinity of analogs of 1 are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00351-5

文献信息

• OLIGOMER MODIFIED DIAROMATIC SUBSTITUTED COMPOUNDS
  申请人：Riggs-Sauthier Jennifer

  公开号：US20130040961A1

  公开（公告）日：2013-02-14

  Disclosed are compounds comprising diaromatic substituted compound residues, namely the anti-viral (anti-HIV) drug delavirdine, covalently attached via a linkage to water-soluble, non-peptidic oligomers, specifically to poly(ethylene glycol) PEG) oligomers. A compound of the invention, when administered by any of a number of administration routes, exhibits advantages over non-oligomer modified diaromatic substituted compounds.

  本发明涉及一种化合物，包括二芳基取代化合物残基，即抗病毒（抗HIV）药物德拉韦林，通过连接到水溶性、非肽类寡聚物，特别是聚乙二醇（PEG）寡聚物上。本发明的化合物在通过多种给药途径给予时，比非寡聚物改性的二芳基取代化合物具有优势。
• FUNCTIONALIZED HETEROCYCLES AS CHEMOKINE RECEPTOR MODULATORS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1144415A2

  公开（公告）日：2001-10-17
• Substituted Indoles and a Method for the Production and Use Thereof
  申请人：Ivashchenko Andrey Alexandrovich

  公开号：US20110160197A1

  公开（公告）日：2011-06-30

  The invention relates to novel substituted indoles, to the use thereof in the form of pharmacological composition substances and to use of said composition for producing medicinal preparations used for preventing and treating viral diseases, in particular caused by viruses of infectious hepatitis (HCV, HBV), human immune deficiency (HIV), atypical pneumonia (SARS) and bird flu. The invention proposes novel substituted indoles of general formula (1) or the racemates or the optical isomers or the pharmaceutically acceptable salts and/or hydrates thereof, wherein R 1 , R 1 4 and R 2 4 independently of each other are an aminogroup substituent selected for hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted heterocyclyl, or R 1 4 and R 2 4 together with a nitrogen atom, with which they are bound, form through R 1 4 and R 2 4 optionally substituted azaheterocyclyl or guanidyl; R 2 is analkyl substituent selected from hydrogen, an optionally substituted mercaptogroup, optionally substituted aminogroup and optionally substituted hydroxyl; R 3 is lower alkyl, R 5 is an hydrogen atom or R 5 together with an oxygen atom with which it is linked or R 2 4 together with a nitrogen atom with which it is linked close, via R 5 and R 2 4 an oxazine cycle; R 6 is a cyclic system substituent selected for hydrogen, a halogen atom, cyanogroup, optionally substituted aryl or substituted heterocyclyl.
• US8329689B2
  申请人：——

  公开号：US8329689B2

  公开（公告）日：2012-12-11
• US9226970B2
  申请人：——

  公开号：US9226970B2

  公开（公告）日：2016-01-05