ethyl 4-(4-(bis(1-methyl-1H-indol-3-yl)methyl)phenoxy)butanoate | 1361044-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 4-(4-(bis(1-methyl-1H-indol-3-yl)methyl)phenoxy)butanoate
• 英文别名: Ethyl 4-[4-[bis(1-methylindol-3-yl)methyl]phenoxy]butanoate
• CAS: 1361044-06-5
• 化学式: C₃₁H₃₂N₂O₃
• 分子量: 480.607
• InChiKey: PRNVVJVWXGALEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  45.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吲哚 在 碘 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.5h， 生成 ethyl 4-(4-(bis(1-methyl-1H-indol-3-yl)methyl)phenoxy)butanoate
  参考文献：
  名称：

  Indole-Based Fibrates as Potential Hypolipidemic and Antiobesity Agents

  摘要：

  Hypolipidemic and antiobesity effects of the newly synthesized indole-based fibrates were evaluated in Triton WR-1339 and high fat diet (HFD)-induced hyperlipidemic rats. Preliminary screening of all the synthesized compounds was done by using an acute model (Triton model), in which compounds 3f and 3l showed significant antidyslipidemic activity. Furthermore, these compounds 3f and 3l were found to induce significant weight loss in the visceral fat mass of HFD-fed hyperlipidemic rats without affecting the normal feeding behavior. Histological examination of the liver of rats supplemented with 3f and 3l revealed a significant decrease in steatosis when compared to the effect of the standard drug fenofibrate. Additional effects such as an increase in lecithin cholesterol acyl-transferase (LCAT) enzyme level and increased receptor mediated catabolism of I-131-low density lipoproteins (LDL) confirm and reinforce the efficacy of both of these compounds as a new class of dual-acting hypolipidemic and antiobesity agents.

  DOI：

  10.1021/jm201697v

文献信息

• One-pot total synthesis of streptindole, arsindoline B and their congeners through tandem decarboxylative deaminative dual-coupling reaction of amino acids with indoles
  作者：Jiachen Xiang、Jungang Wang、Miao Wang、Xianggao Meng、Anxin Wu

  DOI：10.1039/c5ob00025d

  日期：——

  This paper described a decarboxylative deaminative dual-coupling reaction of amino acids with indoles to afford BIM scaffolds and its further application to the one-pot total synthesis of natural products.

  本文描述了氨基酸与吲哚的脱羧脱氨双偶联反应，形成BIM骨架，并进一步应用于天然产物的一锅式全合成。
• Indole-Based Fibrates as Potential Hypolipidemic and Antiobesity Agents
  作者：Koneni V. Sashidhara、Manoj Kumar、Ravi Sonkar、Bhanu Shankar Singh、A. K. Khanna、Gitika Bhatia

  DOI：10.1021/jm201697v

  日期：2012.3.22

  Hypolipidemic and antiobesity effects of the newly synthesized indole-based fibrates were evaluated in Triton WR-1339 and high fat diet (HFD)-induced hyperlipidemic rats. Preliminary screening of all the synthesized compounds was done by using an acute model (Triton model), in which compounds 3f and 3l showed significant antidyslipidemic activity. Furthermore, these compounds 3f and 3l were found to induce significant weight loss in the visceral fat mass of HFD-fed hyperlipidemic rats without affecting the normal feeding behavior. Histological examination of the liver of rats supplemented with 3f and 3l revealed a significant decrease in steatosis when compared to the effect of the standard drug fenofibrate. Additional effects such as an increase in lecithin cholesterol acyl-transferase (LCAT) enzyme level and increased receptor mediated catabolism of I-131-low density lipoproteins (LDL) confirm and reinforce the efficacy of both of these compounds as a new class of dual-acting hypolipidemic and antiobesity agents.