(E)-ethyl 3-(3-methoxy-2-((3,5,6-trimethylpyrazin-2-yl)methoxy)phenyl)acrylate | 1345729-05-6

• 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: (E)-ethyl 3-(3-methoxy-2-((3,5,6-trimethylpyrazin-2-yl)methoxy)phenyl)acrylate
• 英文别名: ethyl (E)-3-[3-methoxy-2-[(3,5,6-trimethylpyrazin-2-yl)methoxy]phenyl]prop-2-enoate
• CAS: 1345729-05-6
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: WLBAROJSOQLANN-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  70.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 哌啶 、 吡啶 、 氯化亚砜 作用下， 反应 25.5h， 生成 (E)-ethyl 3-(3-methoxy-2-((3,5,6-trimethylpyrazin-2-yl)methoxy)phenyl)acrylate
  参考文献：
  名称：

  Ligustrazine derivatives. Part 5: Design, synthesis and biological evaluation of novel ligustrazinyloxy-cinnamic acid derivatives as potent cardiovascular agents

  摘要：

  A series of novel ligustrazinyloxy-cinnamic acid derivatives were designed, synthesized and evaluated for their inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation in vitro, and also assayed for their protective effect against hydrogen peroxide (H2O2)-induced oxidative damage on ECV-304 cells. Some compounds exhibited high activity in one or both of the assays, of which, compound 2e displayed the highest protective effect on the proliferation of the damaged ECV-304 cells (EC50=0.020 mM), and compound 2f was the most active anti-platelet aggregation agent (EC50=0.054 mM). Structure activity relationships were briefly discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.09.030

文献信息

• Ligustrazine derivatives. Part 5: Design, synthesis and biological evaluation of novel ligustrazinyloxy-cinnamic acid derivatives as potent cardiovascular agents
  作者：Hongfei Chen、Guoning Li、Peng Zhan、Xinyong Liu

  DOI：10.1016/j.ejmech.2011.09.030

  日期：2011.11

  A series of novel ligustrazinyloxy-cinnamic acid derivatives were designed, synthesized and evaluated for their inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation in vitro, and also assayed for their protective effect against hydrogen peroxide (H2O2)-induced oxidative damage on ECV-304 cells. Some compounds exhibited high activity in one or both of the assays, of which, compound 2e displayed the highest protective effect on the proliferation of the damaged ECV-304 cells (EC50=0.020 mM), and compound 2f was the most active anti-platelet aggregation agent (EC50=0.054 mM). Structure activity relationships were briefly discussed. (C) 2011 Elsevier Masson SAS. All rights reserved.