(E)-1-(2,4,6-trihydroxyphenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one | 29287-28-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-1-(2,4,6-trihydroxyphenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one
• 英文别名: (E)-3-[4-(dimethylamino)phenyl]-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
• CAS: 29287-28-3
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: XMBHQFDBKAVGPW-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4,6-三羟基苯乙酮一水合物 在 盐酸 、 氢氧化钾 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 丙酮 为溶剂， 反应 26.5h， 生成 (E)-1-(2,4,6-trihydroxyphenyl)-3-(4-dimethylaminophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and evaluation of antiplatelet activity of trihydroxychalcone derivatives

  摘要：

  In an effort to develop potent antiplatelet agents, a series of trihydroxychalcones was synthesized and screened in vitro for their inhibitory effects on washed rabbit platelet aggregation induced by arachidonic acid (100 mu M) and collagen (10 eta g/ml). Of five compounds with potent inhibitory effects on arachidonic acid- and collagen-induced platelet aggregation, compound 4e was found to be the most potent. The structure-activity relationships suggested that antiplatelet activity was governed to a greater extent by the substituent on B ring of the chalcone template, and most of the active compounds had methoxy or dimethoxy groups on B ring. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.039

文献信息

• Synthesis and evaluation of antiplatelet activity of trihydroxychalcone derivatives
  作者：Li-Ming Zhao、Hai-Shan Jin、Liang-Peng Sun、Hu-Ri Piao、Zhe-Shan Quan

  DOI：10.1016/j.bmcl.2005.08.039

  日期：2005.11

  In an effort to develop potent antiplatelet agents, a series of trihydroxychalcones was synthesized and screened in vitro for their inhibitory effects on washed rabbit platelet aggregation induced by arachidonic acid (100 mu M) and collagen (10 eta g/ml). Of five compounds with potent inhibitory effects on arachidonic acid- and collagen-induced platelet aggregation, compound 4e was found to be the most potent. The structure-activity relationships suggested that antiplatelet activity was governed to a greater extent by the substituent on B ring of the chalcone template, and most of the active compounds had methoxy or dimethoxy groups on B ring. (c) 2005 Elsevier Ltd. All rights reserved.