7-Methoxyl-2-[N-(4-aminobutyl)-(N-(4-phenylpiperazin-1-yl)-butyl)amino]-tetralin | 474654-85-8

• 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: 7-Methoxyl-2-[N-(4-aminobutyl)-(N-(4-phenylpiperazin-1-yl)-butyl)amino]-tetralin
• 英文别名: N'-(7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)-N'-[4-(4-phenylpiperazin-1-yl)butyl]butane-1,4-diamine
• CAS: 474654-85-8
• 化学式: C₂₉H₄₄N₄O
• 分子量: 464.695
• InChiKey: URYWHRCXKKTBKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Methoxyl-2-[N-(4-aminobutyl)-(N-(4-phenylpiperazin-1-yl)-butyl)amino]-tetralin 在 三溴化硼 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 7-Hydroxyl-2-[N-(4-benzoylaminobutyl)-(N-(4-phenylpiperazin-1-yl)-butyl)amino]tetralin
  参考文献：
  名称：

  A novel series of hybrid compounds derived by combining 2-aminotetralin and piperazine fragments: binding activity at D2 and D3 receptors

  摘要：

  A series of 7-hydroxy-2-[N-alkyl-(N-(4-pheny1piperazine)-alkyl)amino]tetralins was developed based on a novel hybrid approach that combined 2-aminotetralin and arylpiperazine pharmacophoric moieties. Our preliminary study revealed that a four-methylene butyl linker produced very potent compounds for both the D-2 and D-3 receptors. Further structure-activity studies led to a novel template showing 50- to 100-fold selectivity for the D-3 receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00820-4
• 作为产物：
  描述：

  4-(4-phenylpiperazin-1-yl)butan-1-amine 在 lithium aluminium tetrahydride 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-Methoxyl-2-[N-(4-aminobutyl)-(N-(4-phenylpiperazin-1-yl)-butyl)amino]-tetralin
  参考文献：
  名称：

  A novel series of hybrid compounds derived by combining 2-aminotetralin and piperazine fragments: binding activity at D2 and D3 receptors

  摘要：

  A series of 7-hydroxy-2-[N-alkyl-(N-(4-pheny1piperazine)-alkyl)amino]tetralins was developed based on a novel hybrid approach that combined 2-aminotetralin and arylpiperazine pharmacophoric moieties. Our preliminary study revealed that a four-methylene butyl linker produced very potent compounds for both the D-2 and D-3 receptors. Further structure-activity studies led to a novel template showing 50- to 100-fold selectivity for the D-3 receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00820-4

文献信息

• Hybrid 2-aminotetralin and aryl-substituted piperazine compounds and their use in altering cns activity
  申请人：——

  公开号：US20030195219A1

  公开（公告）日：2003-10-16

  Hybrid compounds containing in aminotetralin moiety or a heterocyclic and/or open chain analog thereof linked through an alkylene group to an aryl ring system-substituted piperidiene moiety exhibit high levels of CNS activity, in some cases exhibiting especially high relative binding efficiencies between D3 and D2 dopaminergic receptor subtypes.

  含有氨基四氢萘基团或其杂环和/或开链类似物的混合化合物，通过烷基基团连接到芳香环系统取代哌啶基团，表现出高水平的中枢神经系统活性，在某些情况下尤其表现出D3和D2多巴胺受体亚型之间的相对结合效率特别高。
• Hybrid 2-aminoterailin and aryl-substituted piperazine compounds and their use in altering CNS activity
  申请人：Dutta K. Aloke

  公开号：US20060020132A1

  公开（公告）日：2006-01-26

  Hybrid compounds containing an aminotetralin moiety or a heterocyclic and/or open chain analog thereof linked through an alkylene group to an aryl ring system-substituted piperidiene moiety exhibit high levels of CNS activity, in some cases exhibiting especially high relative binding efficiencies between D3 and D2 dopaminergic receptor subtypes.

  含有氨基四氢萘基团或杂环和/或开链类似物的混合化合物，通过烷基链连接到芳香环系统取代的哌啶基团，表现出高水平的中枢神经系统活性，在某些情况下表现出D3和D2多巴胺受体亚型之间特别高的相对结合效率。
• US6982332B2
  申请人：——

  公开号：US6982332B2

  公开（公告）日：2006-01-03
• US7723519B2
  申请人：——

  公开号：US7723519B2

  公开（公告）日：2010-05-25
• A novel series of hybrid compounds derived by combining 2-aminotetralin and piperazine fragments: binding activity at D2 and D3 receptors
  作者：Aloke K Dutta、Xiang-Shu Fei、Maarten E.A Reith

  DOI：10.1016/s0960-894x(01)00820-4

  日期：2002.2

  A series of 7-hydroxy-2-[N-alkyl-(N-(4-pheny1piperazine)-alkyl)amino]tetralins was developed based on a novel hybrid approach that combined 2-aminotetralin and arylpiperazine pharmacophoric moieties. Our preliminary study revealed that a four-methylene butyl linker produced very potent compounds for both the D-2 and D-3 receptors. Further structure-activity studies led to a novel template showing 50- to 100-fold selectivity for the D-3 receptor. (C) 2002 Elsevier Science Ltd. All rights reserved.