3-(2-fluoro-4,5-dimethoxyphenyl)-N-phenethylacrylamide | 1241907-88-9

• 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: 3-(2-fluoro-4,5-dimethoxyphenyl)-N-phenethylacrylamide
• 英文别名: (E)-3-(2-fluoro-4,5-dimethoxyphenyl)-N-(2-phenylethyl)prop-2-enamide
• CAS: 1241907-88-9
• 化学式: C₁₉H₂₀FNO₃
• 分子量: 329.371
• InChiKey: WKGZCAXUZNGRNH-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  phenethylcarbamoylmethyl-triphenylphosphonium chloride 、 6-氟藜芦醛 在 caesium carbonate 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 18.0h， 以63%的产率得到3-(2-fluoro-4,5-dimethoxyphenyl)-N-phenethylacrylamide
  参考文献：
  名称：

  Synthesis of a series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives: Comparison of cytoprotective effects to caffeic acid phenethyl ester (CAPE)

  摘要：

  A series of catechol ring-fluorinated derivatives of caffeic acid phenethyl amide (CAPA) were synthesized and screened for cytoprotective activity against H2O2 induced oxidative stress in human umbilical vein endothelial cells (HUVEC). CAPA and three fluorinated analogs were found to be significantly cytoprotective when compared to control, with no significant difference in cytoprotection between caffeic acid phenethyl ester (CAPE) and CAPA. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.05.080

文献信息

• Synthesis of a series of caffeic acid phenethyl amide (CAPA) fluorinated derivatives: Comparison of cytoprotective effects to caffeic acid phenethyl ester (CAPE)
  作者：John Yang、Gwendolyn A. Marriner、Xinyu Wang、Phillip D. Bowman、Sean M. Kerwin、Salomon Stavchansky

  DOI：10.1016/j.bmc.2010.05.080

  日期：2010.7

  A series of catechol ring-fluorinated derivatives of caffeic acid phenethyl amide (CAPA) were synthesized and screened for cytoprotective activity against H2O2 induced oxidative stress in human umbilical vein endothelial cells (HUVEC). CAPA and three fluorinated analogs were found to be significantly cytoprotective when compared to control, with no significant difference in cytoprotection between caffeic acid phenethyl ester (CAPE) and CAPA. (C) 2010 Elsevier Ltd. All rights reserved.