6-[bis-(2-methyl-1H-indol-3-yl)-methyl]-8-sec-butyl-2-oxo-2H-chromene-3-carboxylic acid ethyl ester | 1257865-19-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-[bis-(2-methyl-1H-indol-3-yl)-methyl]-8-sec-butyl-2-oxo-2H-chromene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 6-[bis(2-methyl-1H-indol-3-yl)methyl]-8-butan-2-yl-2-oxochromene-3-carboxylate
• CAS: 1257865-19-2
• 化学式: C₃₅H₃₄N₂O₄
• 分子量: 546.666
• InChiKey: XWFZAVFEIBPPOD-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180 °C
• 沸点：
  756.4±60.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 ethyl 8-sec-butyl-6-formyl-2-oxo-2H-chromene-3-carboxylate 在 碘 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以90%的产率得到6-[bis-(2-methyl-1H-indol-3-yl)-methyl]-8-sec-butyl-2-oxo-2H-chromene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and antihyperlipidemic activity of novel coumarin bisindole derivatives

  摘要：

  A series of novel coumarin bisindole heterocycles were synthesized following an uncommon method and evaluated for their antihyperlipidemic activity in hyperlipidemic hamster model. Among 12 compounds tested, the compound 5e showed potent antihyperlipidemic activity and was found to decrease the plasma triglyceride levels (TG) by 55%, total cholesterol (TC) by 20%, accompanied by an increase in HDL-C/TC ratio by 42% in hyperlipidemic rats to a greater degree than some of the reference statins. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.055

文献信息

• Synthesis and antihyperlipidemic activity of novel coumarin bisindole derivatives
  作者：Koneni V. Sashidhara、Abdhesh Kumar、Manoj Kumar、Anuj Srivastava、Anju Puri

  DOI：10.1016/j.bmcl.2010.09.055

  日期：2010.11

  A series of novel coumarin bisindole heterocycles were synthesized following an uncommon method and evaluated for their antihyperlipidemic activity in hyperlipidemic hamster model. Among 12 compounds tested, the compound 5e showed potent antihyperlipidemic activity and was found to decrease the plasma triglyceride levels (TG) by 55%, total cholesterol (TC) by 20%, accompanied by an increase in HDL-C/TC ratio by 42% in hyperlipidemic rats to a greater degree than some of the reference statins. (C) 2010 Elsevier Ltd. All rights reserved.