1-[(3-Methoxyphenyl)methyl]-4-(3-phenylpropyl)piperazine | 461411-34-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[(3-Methoxyphenyl)methyl]-4-(3-phenylpropyl)piperazine
• CAS: 461411-34-7
• 化学式: C₂₁H₂₈N₂O
• 分子量: 324.466
• InChiKey: LZJMKUQXFWCVNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基丙基哌嗪 、 3-甲氧基溴苄 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以84%的产率得到1-[(3-Methoxyphenyl)methyl]-4-(3-phenylpropyl)piperazine
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N-(3-phenylpropyl)-N′-benzylpiperazines: Potent ligands for σ1 and σ2 receptors

  摘要：

  Ten N-(3-phenylpropyl)-N'-benzylpiperazines having different substituents on the benzyl moiety were synthesized and evaluated for sigma(1) and sigma(2) receptor binding. The sigma(1) affinities were 0.37-2.80 nM, sigma(2) affinities were 1.03-34.3 nM, and selectivities, as sigma(2)/sigma(1) affinity ratios, ranged from 1.4 to 52. Three compounds tested in a phenytoin shift binding assay profiled as probable a, antagonists. Quantitative structure-activity relationships depended on pi(x), MR or E-S and Hammett sigma values. The hydrophobicity term is negative for sigma(1) binding but positive for sigma(2) binding, indicating a major difference between the pharmacophores. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.037

文献信息

• [EN] KAPPA OPIOID RECEPTOR SELECTIVE COMPOUNDS<br/>[FR] COMPOSÉS SÉLECTIFS DES RÉCEPTEURS OPIACÉS KAPPA
  申请人：UNIV COLUMBIA

  公开号：WO2014127256A1

  公开（公告）日：2014-08-21

  The present invention provides, inter alia, compounds of formula (I): (structurally represented). Also provided are pharmaceutical compositions containing such compounds and methods for treating or ameliorating the effects of a medical condition in a subject using such compounds or pharmaceutical compositions.

  本发明提供了公式(I)的化合物，还提供了含有这些化合物的药物组合物，以及使用这些化合物或药物组合物治疗或改善受试者医疗状况影响的方法。
• KAPPA OPIOID RECEPTOR SELECTIVE COMPOUNDS, COMPOSITIONS, AND USES THEREOF
  申请人：JAVITCH Jonathan

  公开号：US20160002216A1

  公开（公告）日：2016-01-07

  The present invention provides, inter alia, compounds of formula (I): (structurally represented). Also provided are pharmaceutical compositions containing such compounds and methods for treating or ameliorating the effects of a medical condition in a subject using such compounds or pharmaceutical compositions.

  本发明提供了公式（I）化合物，其中包括：（结构表示）。同时提供了含有这些化合物的药物组合物，以及使用这些化合物或药物组合物治疗或改善患者的医疗状况的方法。
• US9868730B2
  申请人：——

  公开号：US9868730B2

  公开（公告）日：2018-01-16
• Synthesis and structure–activity relationships of N-(3-phenylpropyl)-N′-benzylpiperazines: Potent ligands for σ1 and σ2 receptors
  作者：Roger I. Nahas、John R. Lever、Susan Z. Lever

  DOI：10.1016/j.bmc.2007.10.037

  日期：2008.1

  Ten N-(3-phenylpropyl)-N'-benzylpiperazines having different substituents on the benzyl moiety were synthesized and evaluated for sigma(1) and sigma(2) receptor binding. The sigma(1) affinities were 0.37-2.80 nM, sigma(2) affinities were 1.03-34.3 nM, and selectivities, as sigma(2)/sigma(1) affinity ratios, ranged from 1.4 to 52. Three compounds tested in a phenytoin shift binding assay profiled as probable a, antagonists. Quantitative structure-activity relationships depended on pi(x), MR or E-S and Hammett sigma values. The hydrophobicity term is negative for sigma(1) binding but positive for sigma(2) binding, indicating a major difference between the pharmacophores. (c) 2007 Elsevier Ltd. All rights reserved.