(1R,2R)-2-(4-phenylpiperazin-1-yl)-1,2-dihydronaphthalen-1-amine | 1144040-83-4

• 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: (1R,2R)-2-(4-phenylpiperazin-1-yl)-1,2-dihydronaphthalen-1-amine
• CAS: 1144040-83-4
• 化学式: C₂₀H₂₃N₃
• 分子量: 305.423
• InChiKey: SALNLMCKFDQJFA-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基乙酰氯 、 (1R,2R)-2-(4-phenylpiperazin-1-yl)-1,2-dihydronaphthalen-1-amine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Discovery of μ-opioid selective ligands derived from 1-aminotetralin scaffolds made via metal-catalyzed ring-opening reactions

  摘要：

  A series of 1-aminotetralin scaffolds was synthesized via metal-catalyzed ring-opening reactions of heterobicyclic alkenes. Small libraries of amides and amines were made using the amino group of each scaffold as a handle. Screening of these libraries against human opioid receptors led to the identification of (S)-(S)-5.2a as a high-affinity selective mu ligand (IC50 mu = 5 nM, kappa = 707 nM, delta = 3,795 nM) displaying mu-agonist/antagonist properties due to its partial agonism (EC50 = 2.6 mu M; E-max = 18%). Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.095
• 作为产物：
  描述：

  (1R,2R)-[2-(4-phenyl-piperazin-1-yl)-1,2-dihydro-naphthalen-1-yl]-carbamic acid tert-butyl ester 在 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 (1R,2R)-2-(4-phenylpiperazin-1-yl)-1,2-dihydronaphthalen-1-amine
  参考文献：
  名称：

  Discovery of μ-opioid selective ligands derived from 1-aminotetralin scaffolds made via metal-catalyzed ring-opening reactions

  摘要：

  A series of 1-aminotetralin scaffolds was synthesized via metal-catalyzed ring-opening reactions of heterobicyclic alkenes. Small libraries of amides and amines were made using the amino group of each scaffold as a handle. Screening of these libraries against human opioid receptors led to the identification of (S)-(S)-5.2a as a high-affinity selective mu ligand (IC50 mu = 5 nM, kappa = 707 nM, delta = 3,795 nM) displaying mu-agonist/antagonist properties due to its partial agonism (EC50 = 2.6 mu M; E-max = 18%). Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.095