2-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline | 925438-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline
• CAS: 925438-58-0
• 化学式: C₁₈H₂₄N₄OSi
• 分子量: 340.5
• InChiKey: NUWZOQJWMGUHPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-二甲氨基苯甲酰氯 、 2-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-(dimethylamino)-N-(2-(3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-2-yl)phenyl)benzamide
  参考文献：
  名称：

  Discovery of oxazolo[4,5-b]pyridines and related heterocyclic analogs as novel SIRT1 activators

  摘要：

  SIRT1 is an NAD(+)-dependent protein deacetylase that appears to produce beneficial effects on metabolic parameters such as glucose and insulin homeostasis. Activation of SIRT1 by resveratrol ( 1) has been shown to modulate insulin resistance, increase mitochondrial content and prolong survival in lower organisms and in mice on a high fat diet. Herein, we describe the identification and SAR of a series of oxazolo[4,5-b]pyridines as novel small molecule activators of SIRT1 which are structurally unrelated to and more potent than resveratrol. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.11.106
• 作为产物：
  描述：

  在 10% palladium on activated carbon 、 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 2-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline
  参考文献：
  名称：

  Discovery of oxazolo[4,5-b]pyridines and related heterocyclic analogs as novel SIRT1 activators

  摘要：

  SIRT1 is an NAD(+)-dependent protein deacetylase that appears to produce beneficial effects on metabolic parameters such as glucose and insulin homeostasis. Activation of SIRT1 by resveratrol ( 1) has been shown to modulate insulin resistance, increase mitochondrial content and prolong survival in lower organisms and in mice on a high fat diet. Herein, we describe the identification and SAR of a series of oxazolo[4,5-b]pyridines as novel small molecule activators of SIRT1 which are structurally unrelated to and more potent than resveratrol. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.11.106