N-(3-phenylpropyl)-(3S)-3-methyl-4-(3-hydroxyphenyl)piperazine | 1238951-50-2

• 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: N-(3-phenylpropyl)-(3S)-3-methyl-4-(3-hydroxyphenyl)piperazine
• 英文别名: (S)-3-(2-methyl-4-(3-phenylpropyl)piperazin-1-yl)phenol；3-[(2S)-2-methyl-4-(3-phenylpropyl)piperazin-1-yl]phenol
• CAS: 1238951-50-2
• 化学式: C₂₀H₂₆N₂O
• 分子量: 310.439
• InChiKey: KTVXOUHJOOZWFP-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯丙醛 、 (S)-3-(2-methylpiperazin-1-yl)phenol 在 三乙酰氧基硼氢化钠 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-(3-phenylpropyl)-(3S)-3-methyl-4-(3-hydroxyphenyl)piperazine
  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.