propyl 1H-indole-2-carboxylate | 65873-38-3

• 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: propyl 1H-indole-2-carboxylate
• 英文别名: indole-2-carboxylic acid propyl ester；Carboxy-2-indol-propylester
• CAS: 65873-38-3
• 化学式: C₁₂H₁₃NO₂
• mdl: MFCD11280532
• 分子量: 203.241
• InChiKey: MZWKEVABVGDUFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (Z)-propyl 2-bromo-3-(2-aminophenyl)acrylate 在 三乙烯二胺 、 copper(l) iodide 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以92%的产率得到propyl 1H-indole-2-carboxylate
  参考文献：
  名称：

  CuI-catalyzed intramolecular cyclization of 3-(2-aminophenyl)-2-bromoacrylate: synthesis of 2-carboxyindoles

  摘要：

  A new approach was described for the synthesis of substituted 2-carboxyindole using 3-(2-aminophenyl)-2-bromo-acrylates through a CuI-catalyzed intramolecular coupling. The reactions were mild, rapid and with good to excellent yields. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.048

文献信息

• アザ複素環化合物と二酸化炭素からの複素環カルバマート類の製造方法
  申请人：——

  公开号：JP2002540192A

  公开（公告）日：2002-11-26

  \n (57)【要約】\n本発明は、アザ複素環化合物を、二酸化炭素およびアルカリ金属炭酸塩の存在下に、アルキルまたはアリールハロゲン化物と反応させることによる、一般式（Ｉ）の複素環カルバマート類を製造する方法、ならびに一般式（Ｉ）の新規な化合物に関する。\n

  \(57)/n (57)/n 本发明涉及一种通过杂杂环化合物与烷基或芳基卤化物在二氧化碳和碱金属碳酸盐存在下反应生产通式(I)的杂环氨基甲酸酯以及通式(I)的新化合物的方法。\n
• ROBBA M.; MAUME D.; LANCELOT J. C., J. HETEROCYCL. CHEM., 1977, 14, NO 8, 1365-1368
  作者：ROBBA M.、 MAUME D.、 LANCELOT J. C.

  DOI：——

  日期：——
• VERFAHREN ZUR HERSTELLUNG VON HETEROCYCLISCHEN CARBAMATEN AUS AZA-HETEROCYCLEN UND KOHLENDIOXID
  申请人：GÖDECKE GMBH

  公开号：EP1165511A2

  公开（公告）日：2002-01-02
• HYPOCRELLIN DERIVATIVE SUBSTITUTED BOTH IN A PERI-POSITION AND IN 2-POSITION BY AMINO, PREPARATION METHOD, AND APPLICATION THEREOF
  申请人：TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY OF THE CHINESE ACADEMY OF SCIENCES

  公开号：US20210145968A1

  公开（公告）日：2021-05-20

  The present invention discloses a hypocrellin derivative substituted both in a peri-position and in a 2-position by an amino, and a preparation method and use thereof. A general structural formula of the derivative is as represented by formulas I-a to I-d: The hypocrellin derivative substituted both in a peri-position and in a 2-position by an amino prepared in the present invention has a maximum absorption wavelength of 600-650 nm and a molar extinction coefficient reaching about 20000-40000 M −1 cm −1 . Compared with unmodified hypocrellin or hypocrellin having only a 2-position modified, an absorption spectrum of the derivative is significantly red-shifted and the molar extinction coefficient is greatly improved, and the derivative can efficiently produce reactive oxygen species such as singlet oxygen in a photosensitive condition. In the same condition, the hypocrellin derivative substituted both in a peri-position and in a 2-position by an amino involved in the present invention, when used as a photosensitizer, has a stronger ability to photo-dynamically inactivate tumor cells than the first and second generation commercial photosensitizers.
• US6566533B1
  申请人：——

  公开号：US6566533B1

  公开（公告）日：2003-05-20