4-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline | 925438-50-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline
• CAS: 925438-50-2
• 化学式: C₁₈H₂₄N₄OSi
• 分子量: 340.5
• InChiKey: GCWVOFVRHTWYPF-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-[3-(2-Trimethylsilylethoxymethyl)imidazo[4,5-b]pyridin-2-yl]aniline 、 3,4-二甲氧基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  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 4-[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

文献信息

• Discovery of oxazolo[4,5-b]pyridines and related heterocyclic analogs as novel SIRT1 activators
  作者：Jean E. Bemis、Chi B. Vu、Roger Xie、Joseph J. Nunes、Pui Yee Ng、Jeremy S. Disch、Jill C. Milne、David P. Carney、Amy V. Lynch、Lei Jin、Jesse J. Smith、Siva Lavu、Andre Iffland、Michael R. Jirousek、Robert B. Perni

  DOI：10.1016/j.bmcl.2008.11.106

  日期：2009.4

  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.