4-benzyl-1-(3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl)piperidin-4-ol | 1200804-66-5

• 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: 4-benzyl-1-(3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl)piperidin-4-ol
• 英文别名: 4-benzyl-4-hydroxy-N-[3-hydroxy-3-(5-chloro-6-methoxynaphthalene-2-yl)]propylpiperidine hydrochloride；4-Benzyl-1-[3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl]piperidin-4-ol
• CAS: 1200804-66-5
• 化学式: C₂₆H₃₀ClNO₃
• 分子量: 439.982
• InChiKey: ATXUZVSWVVGJPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-benzyl-1-(3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl)piperidin-4-ol 在 盐酸 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 1.0h， 以3.1 g的产率得到4-benzyl-1-(3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl)piperidin-4-ol 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 盐酸 、 aluminum (III) chloride 、 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 氯仿 、 乙酸乙酯 、 乙腈 为溶剂， 反应 4.0h， 生成 4-benzyl-1-(3-(5-chloro-6-methoxynaphthalen-2-yl)-3-hydroxypropyl)piperidin-4-ol
  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

文献信息

• ARALKYL ALCOHOL PIPERIDINE DERIVATIVE AND THE USE AS MEDICAMENT FOR TREATING DEPRESSION THEREOF
  申请人：Jiangsu Goworth Investment Co. Ltd

  公开号：EP2305644A1

  公开（公告）日：2011-04-06

  The present invention relates to an aralkyl alcohol piperidine derivative and use as antidepressant thereof. The said aralkyl alcohol piperidine derivative has a triple inhibition effect on the reuptaking of 5-HT, NA and DA. The derivative may be adminsterred to the patient in need of such treatment in the form of composition by oral administration, injection and the like. The derivative is a compound having the following general formula or its salt:

  本发明涉及一种芳基醇哌啶衍生物及其作为抗抑郁剂的用途。 所述芳基醇哌啶衍生物对 5-羟色胺、NA 和 DA 的再摄取具有三重抑制作用。 该衍生物可以通过口服、注射等方式以组合物的形式提供给需要治疗的患者。 该衍生物是具有以下通式的化合物或其盐类：
• Aralkyl alcohol piperidine derivative and the use thereof as a medicament for treating depression
  申请人：Li Jianqi

  公开号：US20110160247A1

  公开（公告）日：2011-06-30

  The present invention relates to an aralkyl alcohol piperidine derivative and use as antidepressant thereo. The said aralkyl alcohol piperidine derivative has a triple inhibition effect on the reuptaking of 5-HT, NA and DA. The derivative may be administered to the patient in need of such treatment in the form of composition by oral administration, injection and the like. The derivative is a compound having the following general formula or its salt:
• US8618133B2
  申请人：——

  公开号：US8618133B2

  公开（公告）日：2013-12-31
• Synthesis and antidepressant activity of arylalkanol-piperidine derivatives as triple reuptake inhibitors
  作者：Yong-Yong Zheng、Lin Guo、Xue-Chu Zhen、Jian-Qi Li

  DOI：10.1016/j.ejmech.2012.04.030

  日期：2012.8

  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.