2-[4-(5-Chloro-2-methoxyphenyl)piperazin-1-yl]ethanamine | 355130-60-8

• 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: 2-[4-(5-Chloro-2-methoxyphenyl)piperazin-1-yl]ethanamine
• CAS: 355130-60-8
• 化学式: C₁₃H₂₀ClN₃O
• 分子量: 269.774
• InChiKey: JBRDWMXTPNJQCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  41.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  呋喃甲酰氯 、 2-[4-(5-Chloro-2-methoxyphenyl)piperazin-1-yl]ethanamine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以48%的产率得到N-[2-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]ethyl]furan-2-carboxamide
  参考文献：
  名称：

  Pharmacophore-based design, synthesis, biological evaluation, and 3D-QSAR studies of aryl-piperazines as α1-adrenoceptor antagonists

  摘要：

  Phenyl-piperazines were designed and synthesized based on pharmacophore for uro-selective alpha(1)-adrenoceptor antagonists and 3D chemical database searching. Within this series, three compounds, 2, 3, and 13, showed similar or better alpha(1)-AR antagonistic activity compared with prazosin. The 3D-QSAR study of these compounds may provide useful information for the development of novel aryl-piperazines as uro-selective alpha(1)-adrenoceptor antagonists, which can be used for the treatment of BPH with fewer side effects. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.003
• 作为产物：
  描述：

  1-(5-chloro-2-methoxy-phenyl)-piperazine 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 乙醚 、 甲苯 为溶剂， 生成 2-[4-(5-Chloro-2-methoxyphenyl)piperazin-1-yl]ethanamine
  参考文献：
  名称：

  Phenylpiperazinylalkylamino Substituted Pyridazinones as Potent α₁ Adrenoceptor Antagonists

  摘要：

  QSAR models have been used for designing a series of compounds characterized by a N-phenylpiperazinylalkylamino moiety linked to substituted pyridazinones, which have been synthesized. Measurements of the binding affinities of the new compounds toward the alpha (1a)-, alpha (1b)-, and alpha (1d)-AR cloned subtypes as well as the 5-HT1A receptor have been done validating, at least in part, the estimations of the theoretical models. This study provides insight into the structure activity relationships of the alpha (1)-ARs ligands and their alpha (1)-AR/5-HT1A selectivity.

  DOI：

  10.1021/jm0009336

文献信息

• Phenylpiperazinylalkylamino Substituted Pyridazinones as Potent α₁ Adrenoceptor Antagonists
  作者：Daniela Barlocco、Giorgio Cignarella、Vittorio Dal Piaz、M. Paola Giovannoni、Pier G. De Benedetti、Francesca Fanelli、Federica Montesano、Elena Poggesi、Amedeo Leonardi

  DOI：10.1021/jm0009336

  日期：2001.7.1

  QSAR models have been used for designing a series of compounds characterized by a N-phenylpiperazinylalkylamino moiety linked to substituted pyridazinones, which have been synthesized. Measurements of the binding affinities of the new compounds toward the alpha (1a)-, alpha (1b)-, and alpha (1d)-AR cloned subtypes as well as the 5-HT1A receptor have been done validating, at least in part, the estimations of the theoretical models. This study provides insight into the structure activity relationships of the alpha (1)-ARs ligands and their alpha (1)-AR/5-HT1A selectivity.
• US3959309A
  申请人：——

  公开号：US3959309A

  公开（公告）日：1976-05-25
• US4062864A
  申请人：——

  公开号：US4062864A

  公开（公告）日：1977-12-13
• US4172834A
  申请人：——

  公开号：US4172834A

  公开（公告）日：1979-10-30
• US4257952A
  申请人：——

  公开号：US4257952A

  公开（公告）日：1981-03-24