4-bromobenzyl 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylate hydrochloride | 1256340-82-5

• 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-bromobenzyl 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylate hydrochloride
• 英文别名: (4-Bromophenyl)methyl 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylate;hydrochloride
• CAS: 1256340-82-5
• 化学式: C₂₀H₂₀BrCl₂NO₂*ClH
• 分子量: 493.655
• InChiKey: DSYWUPDRIKZOSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-bromobenzyl 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylate 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 4-bromobenzyl 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylate hydrochloride
  参考文献：
  名称：

  Synthesis and structure–activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands

  摘要：

  A series of benzyl esters of meperidine and normeperidine were synthesized and evaluated for binding affinity at serotonin, dopamine and norepinephrine transporters. The 4-methoxybenzyl ester 8b and 4-nitrobenzyl ester 8c in the meperidine series and 4-methoxybenzyl ester 14a in the normeperidine series exhibited low nanomolar binding affinities at the SERT (K-i values <2 nM) and high SERT selectivity (DAT/SERT > 1500 and NET/SERT > 1500). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.09.060

文献信息

• Synthesis and structure–activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands
  作者：Xiaobo Gu、Sari Izenwasser、Dean Wade、Amy Housman、Gerard Gulasey、Jill B. Rhoden、Christopher D. Savoie、David L. Mobley、Stacey A. Lomenzo、Mark L. Trudell

  DOI：10.1016/j.bmc.2010.09.060

  日期：2010.12

  A series of benzyl esters of meperidine and normeperidine were synthesized and evaluated for binding affinity at serotonin, dopamine and norepinephrine transporters. The 4-methoxybenzyl ester 8b and 4-nitrobenzyl ester 8c in the meperidine series and 4-methoxybenzyl ester 14a in the normeperidine series exhibited low nanomolar binding affinities at the SERT (K-i values <2 nM) and high SERT selectivity (DAT/SERT > 1500 and NET/SERT > 1500). (C) 2010 Elsevier Ltd. All rights reserved.