(2S,5S)-1-tert-Butoxycarbonyl-4-(3-methoxyphenyl)-2,5-dimethylpiperazine | 1238951-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (2S,5S)-1-tert-Butoxycarbonyl-4-(3-methoxyphenyl)-2,5-dimethylpiperazine
• 英文别名: tert-butyl (2S,5S)-4-(3-methoxyphenyl)-2,5-dimethylpiperazine-1-carboxylate
• CAS: 1238951-42-2
• 化学式: C₁₈H₂₈N₂O₃
• 分子量: 320.432
• InChiKey: LMTFTUXGAACERU-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,5S)-1-tert-Butoxycarbonyl-4-(3-methoxyphenyl)-2,5-dimethylpiperazine 在 氢溴酸 作用下， 生成 (2S,5S)-3-(2,5-dimethylpiperazin-1-yl)phenol
  参考文献：
  名称：

  1-Substituted 4-(3-Hydroxyphenyl)piperazines Are Pure Opioid Receptor Antagonists

  摘要：

  This report describes the discovery that 1-substituted 4-(3-hydroxy-phenyl)piperazines are pure opioid receptor antagonists. Compounds in this new series include N-phenylpropyl (3S)-3-methyl-4-(3-hydroxyphenyl)piperazine and (3R)-3-methyl-4-(3-hydroxyphenyl)piperazine both of which display low nanomolar potencies at mu, delta and kappa receptors and pure antagonist properties in a[(35)S]GTP gamma S assay.

  DOI：

  10.1021/ml100126b
• 作为产物：
  描述：

  间溴苯甲醚 、 (2S,5s)-2,5-二甲基-哌嗪- 1-羧酸叔丁酯 在 双(三甲基硅烷基)氨基钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 (2S,5S)-1-tert-Butoxycarbonyl-4-(3-methoxyphenyl)-2,5-dimethylpiperazine
  参考文献：
  名称：

  1-Substituted 4-(3-Hydroxyphenyl)piperazines Are Pure Opioid Receptor Antagonists

  摘要：

  This report describes the discovery that 1-substituted 4-(3-hydroxy-phenyl)piperazines are pure opioid receptor antagonists. Compounds in this new series include N-phenylpropyl (3S)-3-methyl-4-(3-hydroxyphenyl)piperazine and (3R)-3-methyl-4-(3-hydroxyphenyl)piperazine both of which display low nanomolar potencies at mu, delta and kappa receptors and pure antagonist properties in a[(35)S]GTP gamma S assay.

  DOI：

  10.1021/ml100126b

文献信息

• ARYLPIPERAZINE OPIOID RECEPTOR ANTAGONISTS
  申请人：Carroll Frank I.

  公开号：US20120295919A1

  公开（公告）日：2012-11-22

  Provided are opioid receptor antagonists represented by the formula (I) where R, Y 3 , R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein.

  提供的阿片受体拮抗剂由式（I）表示，其中R、Y3、R1、R2、R3、R4和R5如本文所定义。
• US9273027B2
  申请人：——

  公开号：US9273027B2

  公开（公告）日：2016-03-01
• US9750738B2
  申请人：——

  公开号：US9750738B2

  公开（公告）日：2017-09-05
• 1-Substituted 4-(3-Hydroxyphenyl)piperazines Are Pure Opioid Receptor Antagonists
  作者：F. Ivy Carroll、Juan Pablo Cueva、James B. Thomas、S. Wayne Mascarella、Scott P. Runyon、Hernán A. Navarro

  DOI：10.1021/ml100126b

  日期：2010.10.14

  This report describes the discovery that 1-substituted 4-(3-hydroxy-phenyl)piperazines are pure opioid receptor antagonists. Compounds in this new series include N-phenylpropyl (3S)-3-methyl-4-(3-hydroxyphenyl)piperazine and (3R)-3-methyl-4-(3-hydroxyphenyl)piperazine both of which display low nanomolar potencies at mu, delta and kappa receptors and pure antagonist properties in a[(35)S]GTP gamma S assay.