2-(4-benzyl-4-hydroxypiperidin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one | 1200805-84-0

• 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: 2-(4-benzyl-4-hydroxypiperidin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one
• CAS: 1200805-84-0
• 化学式: C₂₆H₂₈ClNO₃
• 分子量: 437.966
• InChiKey: AJZZETGCFJFQJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-benzyl-4-hydroxypiperidin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one 在 盐酸 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 1.0h， 以3.4 g的产率得到2-(4-benzyl-4-hydroxypiperidin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one hydrochloride
  参考文献：
  名称：

  Synthesis and antidepressant activity of arylalkanol-piperidine derivatives as triple reuptake inhibitors

  摘要：

  A series of arylalkanol-piperidine derivatives was synthesized, and their triple reuptake inhibition and in vivo activities have been evaluated. Among them, compounds 2a, 2j, 2k, 2m and 2n exhibited high potency for 5-HT, NA and DA transporters. Optimized compounds 2j and 2m showed significant reduction of immobility time compared to that of vehicle in the mouse tail suspension test (TST) test at doses ranging from 10 to 50 mg/kg po, and were not generally motor stimulants at 50 mg/kg dose. In addition, compounds 2j and 2m displayed desirable pharmacokinetic properties in SD rats. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.030
• 作为产物：
  描述：

  1-氯-2-甲氧基萘 在 aluminum (III) chloride 、 N,N-二异丙基乙胺 、 copper(ll) bromide 作用下， 以 二氯甲烷 、 氯仿 、 乙酸乙酯 、 乙腈 为溶剂， 反应 5.17h， 生成 2-(4-benzyl-4-hydroxypiperidin-1-yl)-1-(5-chloro-6-methoxynaphthalen-2-yl)propan-1-one
  参考文献：
  名称：

  Synthesis and antidepressant activity of arylalkanol-piperidine derivatives as triple reuptake inhibitors

  摘要：

  A series of arylalkanol-piperidine derivatives was synthesized, and their triple reuptake inhibition and in vivo activities have been evaluated. Among them, compounds 2a, 2j, 2k, 2m and 2n exhibited high potency for 5-HT, NA and DA transporters. Optimized compounds 2j and 2m showed significant reduction of immobility time compared to that of vehicle in the mouse tail suspension test (TST) test at doses ranging from 10 to 50 mg/kg po, and were not generally motor stimulants at 50 mg/kg dose. In addition, compounds 2j and 2m displayed desirable pharmacokinetic properties in SD rats. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.030