tert-butyl 4-(3-hydroxy-4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)phenoxy)piperidine-1-carboxylate | 1454663-20-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: tert-butyl 4-(3-hydroxy-4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)phenoxy)piperidine-1-carboxylate
• CAS: 1454663-20-7
• 化学式: C₃₂H₄₁N₃O₆
• 分子量: 563.694
• InChiKey: VMQMRYPVCIIYNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  41.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  99.62
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(3-hydroxy-4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)phenoxy)piperidine-1-carboxylate 在 盐酸 、 caesium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 1-(1-(2-(2-(2-fluoroethoxy)-4-(piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one hydrochloride
  参考文献：
  名称：

  Investigation of an F-18 oxytocin receptor selective ligand via PET imaging

  摘要：

  The compound 1-(1-(2-(2-(2-fluoroethoxy)-4-(piperidin-4-yloxy)phenyl)acetyl) piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (1) was synthesized and positively evaluated in vitro for high potency and selectivity with human oxytocin receptors. The positron emitting analogue, [F-18]1, was synthesized and investigated in vivo via PET imaging using rat and cynomolgus monkey models. PET imaging studies in female Sprague-Dawley rats suggested [F-18]1 reached the brain and accumulated in various regions of the brain, but washed out too rapidly for adequate quantification and localization. In vivo PET imaging studies in a male cynomolgus monkey suggested [F-18]1 had limited brain penetration while specific uptake of radioactivity significantly accumulated within the vasculature of the cerebral ventricles in areas representative of the choroid plexus. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.07.045
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 1-(1-(2-(2-hydroxy-4-(piperidin-4-yloxy)phenyl)acetyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one hydrochloride 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以48%的产率得到tert-butyl 4-(3-hydroxy-4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)phenoxy)piperidine-1-carboxylate
  参考文献：
  名称：

  Investigation of an F-18 oxytocin receptor selective ligand via PET imaging

  摘要：

  The compound 1-(1-(2-(2-(2-fluoroethoxy)-4-(piperidin-4-yloxy)phenyl)acetyl) piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (1) was synthesized and positively evaluated in vitro for high potency and selectivity with human oxytocin receptors. The positron emitting analogue, [F-18]1, was synthesized and investigated in vivo via PET imaging using rat and cynomolgus monkey models. PET imaging studies in female Sprague-Dawley rats suggested [F-18]1 reached the brain and accumulated in various regions of the brain, but washed out too rapidly for adequate quantification and localization. In vivo PET imaging studies in a male cynomolgus monkey suggested [F-18]1 had limited brain penetration while specific uptake of radioactivity significantly accumulated within the vasculature of the cerebral ventricles in areas representative of the choroid plexus. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.07.045