4-benzyl-1,2,3,6-tetrahydropyridine hydrochloride | 37581-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-benzyl-1,2,3,6-tetrahydropyridine hydrochloride
• 英文别名: 4-Benzyl-1,2,3,6-tetrahydropyridine;hydrochloride
• CAS: 37581-40-1
• 化学式: C₁₂H₁₅N*ClH
• 分子量: 209.719
• InChiKey: PXXYRDFVCBUZEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-benzyl-1,2,3,6-tetrahydropyridine hydrochloride 在 盐酸 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 9.0h， 生成 3-(4-benzyl-5,6-dihydropyridin-1(2H)-yl)-1-p-tolylpropan-1-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

文献信息

• Synthesis and pharmacological investigation of aralkyl diamine derivatives as potential triple reuptake inhibitors
  作者：Yong-Yong Zheng、Zhi-Jie Weng、Peng Xie、Mei-Yu Zhu、Long-Xuan Xing、Jian-Qi Li

  DOI：10.1016/j.ejmech.2014.08.045

  日期：2014.10

  A series of aralkyl diamine derivatives were designed, synthesized, and evaluated for their triple reuptake inhibitory abilities. Compounds 18c (5-HT, NE, DA, IC50 = 389, 69, 238 nM), 36a (5-HT, NE, DA, IC50 = 378, 477, 247 nM), and 36d (5-HT, NE, DA, IC50 = 501, 206, 357 nM) showed in vivo activities in the rat forced swim test at 5, 10, and 20 mg/kg PO. 36a was identified as the most promising candidate

  设计，合成了一系列芳烷基二胺衍生物，并对其三重再摄取抑制能力进行了评估。化合物18c（5-HT，NE，DA，IC 50  = 389，69，238 nM），36a（5-HT，NE，DA，IC 50  = 378，477，247 nM）和36d（5-HT， NE，DA，IC 50  = 501、206、357 nM）在大鼠强迫游泳试验中以5、10和20 mg / kg PO表现出体内活性。36a被确定为本研究中最有前途的候选人。具体而言，36a对许多中枢神经系统相关靶标的单胺转运蛋白表现出高选择性。此外，36a 在临床前研究中显示出良好的药代动力学性质和可接受的安全性。
• 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 AS MEDICAMENT FOR TREATING DEPRESSION
  申请人：Jiangsu Hengyi Pharmaceutical Co.,Ltd

  公开号：EP2305644B1

  公开（公告）日：2014-08-27
• 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