(E)-ethyl2-(4-(3-(3-sec-butyl-5-formyl-4-hydroxyphenyl)acryloyl)phenoxy)propanoate | 1444002-58-7

• 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)-ethyl2-(4-(3-(3-sec-butyl-5-formyl-4-hydroxyphenyl)acryloyl)phenoxy)propanoate
• 英文别名: ethyl 2-[4-[(E)-3-(3-butan-2-yl-5-formyl-4-hydroxyphenyl)prop-2-enoyl]phenoxy]propanoate
• CAS: 1444002-58-7
• 化学式: C₂₅H₂₈O₆
• 分子量: 424.494
• InChiKey: SXCXKBJSKSFRRE-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-ethyl2-(4-(3-(3-sec-butyl-5-formyl-4-hydroxyphenyl)acryloyl)phenoxy)propanoate 、 丙二酸二乙酯 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以85%的产率得到(E)-ethyl 8-sec-butyl-6-(3-(4-(1-ethoxy-1-oxopropan-2-yloxy)phenyl)-3-oxoprop-1-enyl)-2-oxo-2H-chromene-3-carboxylate
  参考文献：
  名称：

  Coumarin chalcone fibrates: A new structural class of lipid lowering agents

  摘要：

  In our continuing search for safe and efficacious antidyslipidemic agents, structurally interesting coumarin-chalcone fibrates were synthesized and evaluated in triton WR-1339 induced hyperlipidemic rats. The most active compound 41 decreased the total cholesterol (TC), phospholipids (PL) and triglycerides (TG), of hyperlipidemic rats by 26, 24, and 25% respectively. In addition, the compound 41 significantly reversed the levels of VLDL, LDL HDL and also increased the LPL activity. Altogether, our data suggests that these novel hybrids would be a potential new class of therapeutic agents against dyslipidemia. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.026
• 作为产物：
  描述：

  2-仲丁基苯酚 在 盐酸 作用下， 以 1,4-二氧六环 、 三氟乙酸 为溶剂， 反应 5.0h， 生成 (E)-ethyl2-(4-(3-(3-sec-butyl-5-formyl-4-hydroxyphenyl)acryloyl)phenoxy)propanoate
  参考文献：
  名称：

  Coumarin chalcone fibrates: A new structural class of lipid lowering agents

  摘要：

  In our continuing search for safe and efficacious antidyslipidemic agents, structurally interesting coumarin-chalcone fibrates were synthesized and evaluated in triton WR-1339 induced hyperlipidemic rats. The most active compound 41 decreased the total cholesterol (TC), phospholipids (PL) and triglycerides (TG), of hyperlipidemic rats by 26, 24, and 25% respectively. In addition, the compound 41 significantly reversed the levels of VLDL, LDL HDL and also increased the LPL activity. Altogether, our data suggests that these novel hybrids would be a potential new class of therapeutic agents against dyslipidemia. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.026