4-acetyl cinnamic acid chloride | 1073519-83-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetyl cinnamic acid chloride
• 英文别名: (E)-3-(4-acetylphenyl)prop-2-enoyl chloride
• CAS: 1073519-83-1
• 化学式: C₁₁H₉ClO₂
• 分子量: 208.644
• InChiKey: SDTCUOOBYGMDSG-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-nitro-2-(4-aminophenyl)-1-hydroxybenzimidazole 、 4-acetyl cinnamic acid chloride 在 吡啶 作用下， 反应 3.0h， 生成
  参考文献：
  名称：

  N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

  摘要：

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.014
• 作为产物：
  描述：

  (E)-3-(4-acetylphenyl)acrylic acid 在 草酰氯 作用下， 以 四氢呋喃 为溶剂， 生成 4-acetyl cinnamic acid chloride
  参考文献：
  名称：

  N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

  摘要：

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.014

文献信息

• [EN] TRANSCRIPTION FACTOR MODULATING COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS MODULATEURS DE FACTEUR DE TRANSCRIPTION ET LEURS PROCÉDÉS D'UTILISATION
  申请人：PARATEK PHARM INNC

  公开号：WO2010124097A3

  公开（公告）日：2011-02-17
• N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability
  作者：Mark C. Grier、Lynne K. Garrity-Ryan、Victoria J. Bartlett、Kevin A. Klausner、Peter J. Donovan、Caroline Dudley、Michael N. Alekshun、S. Ken Tanaka、Michael P. Draper、Stuart B. Levy、Oak K. Kim

  DOI：10.1016/j.bmcl.2010.04.014

  日期：2010.6

  ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay. (C) 2010 Elsevier Ltd. All rights reserved.