Ethyl 3-[1-[(4-hydroxy-3-propan-2-ylphenyl)methyl]-2-methylindol-3-yl]propanoate | 1170717-94-8

• 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 3-[1-[(4-hydroxy-3-propan-2-ylphenyl)methyl]-2-methylindol-3-yl]propanoate
• CAS: 1170717-94-8
• 化学式: C₂₄H₂₉NO₃
• 分子量: 379.499
• InChiKey: KVSISXAFKASGPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 3-[1-[(4-hydroxy-3-propan-2-ylphenyl)methyl]-2-methylindol-3-yl]propanoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 [1-(3-isopropyl-4-hydroxybenzyl)-2-methyl-1H-indol-3-yl]propanoic acid
  参考文献：
  名称：

  Synthesis and pharmacological characterization of 1-benzyl-4-aminoindole-based thyroid hormone receptor β agonists

  摘要：

  A series of 1-benzylindole-based TR beta agonists were prepared and evaluated. Compounds 11b' and 11c' were found to have cholesterol-lowering in a rat model with marginal effects on cardiac function and HPT axis. The present work illustrates the potential use of indoles as inner ring isosteres. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.001
• 作为产物：
  描述：

  4-溴-2-异丙基苯酚 在 正丁基锂 、 氯化亚砜 、 palladium 10% on activated carbon 、 氢气 、 sodium hydride 、 碳酸氢钠 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 、 正戊烷 为溶剂， 反应 33.0h， 生成 Ethyl 3-[1-[(4-hydroxy-3-propan-2-ylphenyl)methyl]-2-methylindol-3-yl]propanoate
  参考文献：
  名称：

  Synthesis and pharmacological characterization of 1-benzyl-4-aminoindole-based thyroid hormone receptor β agonists

  摘要：

  A series of 1-benzylindole-based TR beta agonists were prepared and evaluated. Compounds 11b' and 11c' were found to have cholesterol-lowering in a rat model with marginal effects on cardiac function and HPT axis. The present work illustrates the potential use of indoles as inner ring isosteres. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.11.001

文献信息

• Synthesis and pharmacological characterization of 1-benzyl-4-aminoindole-based thyroid hormone receptor β agonists
  作者：Naoki Takahashi、Koji Maeda、Yukiyasu Asano、Nobuhide Watanabe

  DOI：10.1016/j.bmc.2013.11.001

  日期：2014.1

  A series of 1-benzylindole-based TR beta agonists were prepared and evaluated. Compounds 11b' and 11c' were found to have cholesterol-lowering in a rat model with marginal effects on cardiac function and HPT axis. The present work illustrates the potential use of indoles as inner ring isosteres. (C) 2013 Elsevier Ltd. All rights reserved.