(S)-3-(1-(5-(benzofuran-2-yl)pyrimidin-2-yl)piperidin-3-yl)-1-ethyl-1H-imidazo[4,5-b]pyridin-2(3H)-one | 1304778-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: (S)-3-(1-(5-(benzofuran-2-yl)pyrimidin-2-yl)piperidin-3-yl)-1-ethyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
• 英文别名: 3-[(3S)-1-[5-(1-benzofuran-2-yl)pyrimidin-2-yl]piperidin-3-yl]-1-ethylimidazo[4,5-b]pyridin-2-one
• CAS: 1304778-24-2
• 化学式: C₂₅H₂₄N₆O₂
• 分子量: 440.505
• InChiKey: YMEYKMCREDIQJP-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-1-Boc-3-氨基哌啶 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 palladium 10% on activated carbon 、 水 、 氢气 、 sodium hydride 、 sodium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 120.0 ℃ 、101.33 kPa 条件下， 生成 (S)-3-(1-(5-(benzofuran-2-yl)pyrimidin-2-yl)piperidin-3-yl)-1-ethyl-1H-imidazo[4,5-b]pyridin-2(3H)-one
  参考文献：
  名称：

  Identification of potent, noncovalent fatty acid amide hydrolase (FAAH) inhibitors

  摘要：

  Starting from a series of ureas that were determined to be mechanism-based inhibitors of FAAH, several spirocyclic ureas and lactams were designed and synthesized. These efforts identified a series of novel, noncovalent FAAH inhibitors with in vitro potency comparable to known covalent FAAH inhibitors. The mechanism of action for these compounds was determined through a combination of SAR and co-crystallography with rat FAAH. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.052

文献信息

• Identification of potent, noncovalent fatty acid amide hydrolase (FAAH) inhibitors
  作者：Darin J. Gustin、Zhihua Ma、Xiaoshan Min、Yihong Li、Christine Hedberg、Cris Guimaraes、Amy C. Porter、Michelle Lindstrom、Dianna Lester-Zeiner、Guifen Xu、Timothy J. Carlson、Shouhua Xiao、Cesar Meleza、Richard Connors、Zhulun Wang、Frank Kayser

  DOI：10.1016/j.bmcl.2011.02.052

  日期：2011.4

  Starting from a series of ureas that were determined to be mechanism-based inhibitors of FAAH, several spirocyclic ureas and lactams were designed and synthesized. These efforts identified a series of novel, noncovalent FAAH inhibitors with in vitro potency comparable to known covalent FAAH inhibitors. The mechanism of action for these compounds was determined through a combination of SAR and co-crystallography with rat FAAH. (C) 2011 Elsevier Ltd. All rights reserved.