tert-butyl 4-(4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)-3-(2-(tosyloxy)ethoxy)phenoxy)piperidine-1-carboxylate | 1454663-25-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: tert-butyl 4-(4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)-3-(2-(tosyloxy)ethoxy)phenoxy)piperidine-1-carboxylate
• 英文别名: Tert-butyl 4-[3-[2-(4-methylphenyl)sulfonyloxyethoxy]-4-[2-oxo-2-[4-(2-oxo-3,4-dihydroquinolin-1-yl)piperidin-1-yl]ethyl]phenoxy]piperidine-1-carboxylate；tert-butyl 4-[3-[2-(4-methylphenyl)sulfonyloxyethoxy]-4-[2-oxo-2-[4-(2-oxo-3,4-dihydroquinolin-1-yl)piperidin-1-yl]ethyl]phenoxy]piperidine-1-carboxylate
• CAS: 1454663-25-2
• 化学式: C₄₁H₅₁N₃O₉S
• 分子量: 761.937
• InChiKey: OBRWDGSCGKXBRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  54
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  140
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)-3-(2-(tosyloxy)ethoxy)phenoxy)piperidine-1-carboxylate 在 盐酸 作用下， 以 乙腈 、 水 为溶剂， 反应 0.42h， 以19%的产率得到1-[1-[2-[2-(2-(18F)fluoranylethoxy)-4-piperidin-4-yloxyphenyl]acetyl]piperidin-4-yl]-3,4-dihydroquinolin-2-one
  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 在 caesium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 tert-butyl 4-(4-(2-oxo-2-(4-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl)ethyl)-3-(2-(tosyloxy)ethoxy)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

文献信息

• Investigation of an F-18 oxytocin receptor selective ligand via PET imaging
  作者：Aaron L. Smith、Sara M. Freeman、Ronald J. Voll、Larry J. Young、Mark M. Goodman

  DOI：10.1016/j.bmcl.2013.07.045

  日期：2013.10

  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.