3-[2-(4-bromophenylsulfanyl)acetylamino]thiophene-2-carboxylic acid | 1075120-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 3-[2-(4-bromophenylsulfanyl)acetylamino]thiophene-2-carboxylic acid
• 英文别名: 3-[[2-(4-Bromophenyl)sulfanylacetyl]amino]thiophene-2-carboxylic acid
• CAS: 1075120-32-9
• 化学式: C₁₃H₁₀BrNO₃S₂
• 分子量: 372.263
• InChiKey: XWCVZABWGSLVMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[2-(4-bromophenylsulfanyl)acetylamino]thiophene-2-carboxylic acid 、 二甲胺 在 4-二甲氨基吡啶 、 碳酸二(2-吡啶)酯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以50%的产率得到3-[2-(4-bromophenylsulfanyl)acetylamino]thiophene-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  The discovery of inhibitors of Fas-mediated cell death pathway using the combined computational method

  摘要：

  In this study, pharmacophore and 3D-QSAR models were developed for analogues of 3-substituted-benzofuran-2-carboxylate as inhibitors of Fas-mediated cell death pathways. Our pharmacophore model has good correspondence with experimental results and can explain the variance in biological activities coherently with respect to the structure of the data set compounds. The predictive power for our synthesized compounds were 0.96 for the pharmacophore model, 0.58 for the comparative molecular field analysis (CoMFA) model, and 0.57 for the comparative molecular similarity analysis (CoMSIA) model. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.018
• 作为产物：
  描述：

  Methyl 3-({2-[(4-bromophenyl)sulfanyl]acetyl}amino)-2-thiophenecarboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 3-[2-(4-bromophenylsulfanyl)acetylamino]thiophene-2-carboxylic acid
  参考文献：
  名称：

  The discovery of inhibitors of Fas-mediated cell death pathway using the combined computational method

  摘要：

  In this study, pharmacophore and 3D-QSAR models were developed for analogues of 3-substituted-benzofuran-2-carboxylate as inhibitors of Fas-mediated cell death pathways. Our pharmacophore model has good correspondence with experimental results and can explain the variance in biological activities coherently with respect to the structure of the data set compounds. The predictive power for our synthesized compounds were 0.96 for the pharmacophore model, 0.58 for the comparative molecular field analysis (CoMFA) model, and 0.57 for the comparative molecular similarity analysis (CoMSIA) model. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.018

文献信息

• [EN] USE OF AMINOTHIOPHENE DERIVATIVE FOR PREVENTING OR TREATING ISCHEMIC DISEASES<br/>[FR] UTILISATION D'UN DÉRIVÉ D'AMINOTHIOPHÈNE POUR PRÉVENIR OU TRAITER DES MALADIES ISCHÉMIQUES
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2008140214A1

  公开（公告）日：2008-11-20

  [EN] The present invention relates to a use of a novel aminothiophene derivative for preventing or treating an ischemic disease, a composition for preventing or treating an ischemic disease comprising said derivative, and a method of preventing or treating an ischemic disease in a mammal comprising administering to the mammal said derivative.
  [FR] La présente invention concerne l'utilisation d'un nouveau dérivé d'aminothiophène pour prévenir ou traiter une maladie ischémique, une composition servant à prévenir ou à traiter une maladie ischémique et comprenant ledit dérivé, ainsi qu'une méthode de prévention ou de traitement d'une maladie ischémique chez un mammifère, qui consiste à administrer ledit dérivé au mammifère.
• The discovery of inhibitors of Fas-mediated cell death pathway using the combined computational method
  作者：Seo Hee Jung、Ji Hee Suh、Eun Hee Kim、Jun Tae Kim、Seung-Eun Yoo、Nam Sook Kang

  DOI：10.1016/j.bmcl.2013.07.018

  日期：2013.9

  In this study, pharmacophore and 3D-QSAR models were developed for analogues of 3-substituted-benzofuran-2-carboxylate as inhibitors of Fas-mediated cell death pathways. Our pharmacophore model has good correspondence with experimental results and can explain the variance in biological activities coherently with respect to the structure of the data set compounds. The predictive power for our synthesized compounds were 0.96 for the pharmacophore model, 0.58 for the comparative molecular field analysis (CoMFA) model, and 0.57 for the comparative molecular similarity analysis (CoMSIA) model. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.