ethyl 1-N-methyl-4-(3,4-dichlorophenyl)piperidine-4-carboxylic acid hydrochloride | 672926-73-7

• 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: ethyl 1-N-methyl-4-(3,4-dichlorophenyl)piperidine-4-carboxylic acid hydrochloride
• 英文别名: 1-N-methyl-4-(3,4-dichlorophenyl)piperidine-4-carboxylic acid hydrochloride；4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carboxylic acid;hydrochloride
• CAS: 672926-73-7
• 化学式: C₁₃H₁₅Cl₂NO₂*ClH
• 分子量: 324.635
• InChiKey: MAHQVTQFHOKNOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1-N-methyl-4-(3,4-dichlorophenyl)piperidine-4-carboxylic acid hydrochloride 在 氯化亚砜 作用下， 生成 4-(3,4-dichlorophenyl)-1-methylpiperidine-4-carbonyl chloride 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
• 作为产物：
  描述：

  4-(3,4-二氯苯基)-1-甲基哌啶-4-甲腈 在 盐酸 、 水 作用下， 反应 90.0h， 生成 ethyl 1-N-methyl-4-(3,4-dichlorophenyl)piperidine-4-carboxylic acid hydrochloride
  参考文献：
  名称：

  [EN] NAPHTHYL ETHER COMPOUNDS AND THEIR USE
  [FR] COMPOSES DE NAPHTYL ETHER ET LEUR UTILISATION

  摘要：

  具有以下结构的化合物，其中R1、R2、R3、R4、R5、R6、R7、m和n如规范中定义，其体内可水解的前体，其药用盐，以及在治疗中的使用、制药组合物和使用相同的治疗方法。

  公开号：

  WO2004022539A1

文献信息

• [EN] NAPHTHYL ETHER COMPOUNDS AND THEIR USE<br/>[FR] COMPOSES DE NAPHTYL ETHER ET LEUR UTILISATION
  申请人：ASTRAZENECA AB

  公开号：WO2004022539A1

  公开（公告）日：2004-03-18

  Compounds having the following structure wherein R1, R2, R3, R4, R5, R6, R7 m and n are as defined in the specification, in vivo-hydrolysable precursors thereof, pharmaceutically-acceptable salts thereof, the use in therapy and pharmaceutical compositions and methods of treatment using the same.

  具有以下结构的化合物，其中R1、R2、R3、R4、R5、R6、R7、m和n如规范中定义，其体内可水解的前体，其药用盐，以及在治疗中的使用、制药组合物和使用相同的治疗方法。
• Naphthyl ether compounds and their use
  申请人：Bernstein Peter

  公开号：US20050245572A1

  公开（公告）日：2005-11-03

  Compounds having the following structure wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 m and n are as defined in the specification, in vivo-hydrolysable precursors thereof, pharmaceutically-acceptable salts thereof, the use in therapy and pharmaceutical compositions and methods of treatment using the same.

  具有以下结构的化合物，其中R1、R2、R3、R4、R5、R6、R7m和n如规范中所定义，其体内可水解的前体物，其药学上可接受的盐，其在治疗中的应用以及使用其进行治疗的制药组合物和方法。
• NAPHTHYL ETHER COMPOUNDS AND THEIR USE
  申请人：AstraZeneca AB

  公开号：EP1546101A1

  公开（公告）日：2005-06-29
• 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.