N-(4-hydroxy-3-methoxybenzyl)acrylamide | 852923-26-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(4-hydroxy-3-methoxybenzyl)acrylamide
• 英文别名: N-[(4-Hydroxy-3-methoxyphenyl)methyl]prop-2-enamide；N-[(4-hydroxy-3-methoxyphenyl)methyl]prop-2-enamide
• CAS: 852923-26-3
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: FIWZFWZIVILPEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  香兰素胺盐酸盐 在 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 N-(4-hydroxy-3-methoxybenzyl)acrylamide
  参考文献：
  名称：

  Facile synthesis and promising antibacterial properties of a new guaiacol-based polymer

  摘要：

  A new acrylamide-type monomer (N-(4-hydroxy-3-methoxy-benzyl)-acrylamide) derived from guaiacol was successfully synthesized. Polymers containing guaiacol moiety were obtained via conventional radical polymerization of this monomer with AIBN as initiator. The influence of reaction time, initiator concentration and temperature on polymers characteristics was studied. Evaluation of the termination mode in free-radical polymerization was performed by MALDI-TOF mass spectrometry. Termination occurs mainly by disproportionation reaction. Additional peaks in the spectrum were attributed to side chain reactions implying phenoxy radicals. This new polymer exhibits a potential antibacterial activity against Bacillus subtilis by using anti-adhesion and anti-biofilm tests. After an adhesion time of 3 h, compared to a non-coated glass slide, there was a decrease of bacteria of 99% on the polymer coated glass slide. After three days of culture in a bacterial suspension, no biofilm was observed on the polymer coated surface. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2011.02.046

文献信息

• Facile synthesis and promising antibacterial properties of a new guaiacol-based polymer
  作者：Hefang Liu、Bénédicte Lepoittevin、Céline Roddier、Vincent Guerineau、Loïc Bech、Jean-Marie Herry、Marie-Noelle Bellon-Fontaine、Philippe Roger

  DOI：10.1016/j.polymer.2011.02.046

  日期：2011.4

  A new acrylamide-type monomer (N-(4-hydroxy-3-methoxy-benzyl)-acrylamide) derived from guaiacol was successfully synthesized. Polymers containing guaiacol moiety were obtained via conventional radical polymerization of this monomer with AIBN as initiator. The influence of reaction time, initiator concentration and temperature on polymers characteristics was studied. Evaluation of the termination mode in free-radical polymerization was performed by MALDI-TOF mass spectrometry. Termination occurs mainly by disproportionation reaction. Additional peaks in the spectrum were attributed to side chain reactions implying phenoxy radicals. This new polymer exhibits a potential antibacterial activity against Bacillus subtilis by using anti-adhesion and anti-biofilm tests. After an adhesion time of 3 h, compared to a non-coated glass slide, there was a decrease of bacteria of 99% on the polymer coated glass slide. After three days of culture in a bacterial suspension, no biofilm was observed on the polymer coated surface. (C) 2011 Elsevier Ltd. All rights reserved.