1-(4-Aminophenyl)-2-(4-benzylpiperidin-1-yl)propan-1-one | 1037019-98-9

• 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: 1-(4-Aminophenyl)-2-(4-benzylpiperidin-1-yl)propan-1-one
• CAS: 1037019-98-9
• 化学式: C₂₁H₂₆N₂O
• 分子量: 322.45
• InChiKey: DJXXIZYLWLRREJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-Aminophenyl)-2-(4-benzylpiperidin-1-yl)propan-1-one 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以69%的产率得到N-[4-[2-(4-benzylpiperidin-1-yl)propanoyl]phenyl]-2-chloroacetamide
  参考文献：
  名称：

  Reactive derivatives for affinity labeling in the ifenprodil site of NMDA receptors

  摘要：

  To prepare thiol-reactive ifenprodil derivatives designed as potential probes for cysteine-substituted NR2B containing NMDA receptors, electrophilic centers were introduced in different areas of the ifenprodil structure. Intermediates and final compounds were evaluated by binding studies and by electrophysiology to determine the structural requirements for their selectivity. The reactive compounds were further tested for their stability and for their reactivity in model reactions; some were found suitable as structural probes to investigate the binding site and the docking mode of ifenprodil in the NR2B subunit. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.019
• 作为产物：
  描述：

  N-[4-[2-(4-benzylpiperidin-1-yl)propanoyl]phenyl]acetamide 在 盐酸 作用下， 以89%的产率得到1-(4-Aminophenyl)-2-(4-benzylpiperidin-1-yl)propan-1-one
  参考文献：
  名称：

  Reactive derivatives for affinity labeling in the ifenprodil site of NMDA receptors

  摘要：

  To prepare thiol-reactive ifenprodil derivatives designed as potential probes for cysteine-substituted NR2B containing NMDA receptors, electrophilic centers were introduced in different areas of the ifenprodil structure. Intermediates and final compounds were evaluated by binding studies and by electrophysiology to determine the structural requirements for their selectivity. The reactive compounds were further tested for their stability and for their reactivity in model reactions; some were found suitable as structural probes to investigate the binding site and the docking mode of ifenprodil in the NR2B subunit. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.019

文献信息

• Reactive derivatives for affinity labeling in the ifenprodil site of NMDA receptors
  作者：Karine Alarcon、Adeline Martz、Laetitia Mony、Jacques Neyton、Pierre Paoletti、Maurice Goeldner、Bernard Foucaud

  DOI：10.1016/j.bmcl.2008.04.019

  日期：2008.5

  To prepare thiol-reactive ifenprodil derivatives designed as potential probes for cysteine-substituted NR2B containing NMDA receptors, electrophilic centers were introduced in different areas of the ifenprodil structure. Intermediates and final compounds were evaluated by binding studies and by electrophysiology to determine the structural requirements for their selectivity. The reactive compounds were further tested for their stability and for their reactivity in model reactions; some were found suitable as structural probes to investigate the binding site and the docking mode of ifenprodil in the NR2B subunit. (c) 2008 Elsevier Ltd. All rights reserved.