2,2'-(piperazine-1,4-diylbis(methylene))dibenzonitrile | 1246858-34-3

• 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: 2,2'-(piperazine-1,4-diylbis(methylene))dibenzonitrile
• 英文别名: 2-[[4-[(2-Cyanophenyl)methyl]piperazin-1-yl]methyl]benzonitrile
• CAS: 1246858-34-3
• 化学式: C₂₀H₂₀N₄
• 分子量: 316.406
• InChiKey: SXGDJSXOBLCJAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴乙胺氢溴酸盐 、 2-氰基溴苄 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 168.0h， 以80%的产率得到2,2'-(piperazine-1,4-diylbis(methylene))dibenzonitrile
  参考文献：
  名称：

  从苄基溴和2-溴乙胺氢溴酸盐原位制备对称的1,4-二苄基哌嗪的简便方法

  摘要：

  描述了由苄基卤和2-溴乙胺氢溴酸盐直接合成各种1,4-双-苄基哌嗪。

  DOI：

  10.1016/j.tetlet.2010.08.071

文献信息

• [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USE THEREOF AS INHIBITORS OF RAN GTPASE<br/>[FR] COMPOSÉS, COMPOSITIONS PHARMACEUTIQUES ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE LA RAN GTPASE
  申请人：THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV

  公开号：WO2019046931A1

  公开（公告）日：2019-03-14

  Compounds of general formula IA, IB and IC outlined below, including pharmaceutically acceptable salts, solvates and hydrates thereof. Such compounds and pharmaceutical compositions comprising them may be used in medical conditions involving Ran GTPase.

  以下概述了通式IA、IB和IC的化合物，包括其药用盐、溶剂合物和水合物。这些化合物和包含它们的药物组合物可用于涉及Ran GTP酶的医疗状况。
• Design, synthesis, and evaluation of novel 4-amino-2-(4-benzylpiperazin-1-yl)methylbenzonitrile compounds as Zika inhibitors
  作者：Yixuan Wang、Rui Zhou、Yanni Quan、Shumin Chen、Xingpeng Shi、Yanping Li、Shan Cen

  DOI：10.1016/j.bmcl.2019.126906

  日期：2020.2

  The prevalence of Zika virus (ZIKV) has become widespread in recent years. ZIKV infection is associated with severe congenital CNS malformations in both newborns and adults. However, neither vaccines nor therapeutics are available to control ZIKV infection until now. We started by hit screening our in-house small molecule library, then designed, synthesized, and evaluated a new class of 1, 4-bibenzylsubstituted piperazine derivatives for their cytopathic effect (CPE) protection effect in a ZIKV-infected Vero E6 cellular assay. A preliminary structure-activity relationship study identified five novel 4-amino-2-(4-benzylpiperazin-1-yl)methylbenzonitrile analogs with obvious CPE reduction effects against ZIKV at micromolar concentrations. Moreover, compound 3p exerted a significant antiviral effect on both Zika RNA replication and virus protein expression in a dose-dependent manner at low micromolar concentrations. This study demonstrated the potential of a novel 4-amino-2-(4-benzylpiperazin-1-yl)methylbenzonitrile scaffold for the development of anti-ZIKV candidates.
• COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND USE THEREOF AS INHIBITORS OF RAN GTPASE
  申请人：THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING / MCGILL UNIVERSITY

  公开号：US20200246365A1

  公开（公告）日：2020-08-06

  Compounds of general formula IA, IB and IC outlined below, including pharmaceutically acceptable salts, solvates and hydrates thereof. Such compounds and pharmaceutical compositions comprising them may be used in medical conditions involving Ran GTPase.
• An expedient in situ preparation of symmetrical 1,4-dibenzylpiperazines from benzyl bromides and 2-bromoethylamine hydrobromide
  作者：Lynn M. Bradley、Michael J. Nardone、David A. Hunt

  DOI：10.1016/j.tetlet.2010.08.071

  日期：2010.10

  A straightforward synthesis of a variety of 1,4-bis-benzylpiperazines from benzyl halides and 2-bromoethylamine hydrobromide is described.

  描述了由苄基卤和2-溴乙胺氢溴酸盐直接合成各种1,4-双-苄基哌嗪。