(E)-2-carboxy-3-(3,4-dihydroxyphenyl)prop-2-en-1-ammonium chloride | 1446141-00-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-carboxy-3-(3,4-dihydroxyphenyl)prop-2-en-1-ammonium chloride
• 英文别名: [(E)-2-carboxy-3-(3,4-dihydroxyphenyl)prop-2-enyl]azanium;chloride
• CAS: 1446141-00-9
• 化学式: C₁₀H₁₁NO₄*ClH
• 分子量: 245.663
• InChiKey: XDKRWZSGYLETRI-CDQVLDCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  104
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 3-(3,4-bis(methoxymethoxy)phenyl)-2-((tert-butoxycarbonylamino)methyl)acrylate 在 盐酸 、 水 、 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (E)-2-carboxy-3-(3,4-dihydroxyphenyl)prop-2-en-1-ammonium chloride
  参考文献：
  名称：

  PAIN RELIEF COMPOUNDS

  摘要：

  本发明涉及使用化合物治疗或预防哺乳动物（尤其是人类）的疼痛，并且涉及一种制备这些化合物的方法。

  公开号：

  US20150038466A1

文献信息

• Synthesis and structure–activity relationship study of substituted caffeate esters as antinociceptive agents modulating the TREK-1 channel
  作者：Nuno Rodrigues、Khalil Bennis、Delphine Vivier、Vanessa Pereira、Franck C. Chatelain、Eric Chapuy、Hemantkumar Deokar、Jérôme Busserolles、Florian Lesage、Alain Eschalier、Sylvie Ducki

  DOI：10.1016/j.ejmech.2014.01.049

  日期：2014.3

  The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs. It has been reported that TREK-1 -/- mice were more sensitive than wild-type mice to painful stimuli, suggesting that activation of TREK-1 could result in pain inhibition. Here we report the synthesis of a series of substituted caffeate esters (12a-u) based on the hit compound CDC 2 (cinnamyl 3,4-dihydroxyl-alpha-cyanocinnamate). These analogs were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid induced-writhing assay) leading to the identification a series of novel molecules able to activate TREK-1 and displaying potent analgesic activity in vivo. (C) 2014 Elsevier Masson SAS. All rights reserved.
• PAIN RELIEF COMPOUNDS
  申请人：ECOLE NATIONALE SUPERIEURE DE CHIMIE DE CLERMONT FERRAND

  公开号：US20150038466A1

  公开（公告）日：2015-02-05

  The present invention relates to the use of compounds for the treatment or prevention of pain in mammals, in particularly in human beings, and also to a process for preparing these compounds.

  本发明涉及使用化合物治疗或预防哺乳动物（尤其是人类）的疼痛，并且涉及一种制备这些化合物的方法。