5-(4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-8-yl)-2,2-diphenyl-pentanenitrile | 7139-28-8

• 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: 5-(4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-8-yl)-2,2-diphenyl-pentanenitrile
• 英文别名: 5-(4-Oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-8-yl)-2,2-diphenylpentanenitrile
• CAS: 7139-28-8
• 化学式: C₃₀H₃₂N₄O
• 分子量: 464.61
• InChiKey: XNZAVCHHUHEIPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-bromo-2,2-diphenylpentanenitrile 、 1-苯基-1,3,8-三唑螺环(4,5)十烷-4-酮 在 sodium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以60%的产率得到5-(4-oxo-1-phenyl-1,3,8-triaza-spiro[4.5]dec-8-yl)-2,2-diphenyl-pentanenitrile
  参考文献：
  名称：

  Synthesis and pharmacological characterization of novel inverse agonists acting on the viral-encoded chemokine receptor US28

  摘要：

  G-protein coupled receptors encoded by viruses represent an unexplored class of potential drug targets. In this study, we describe the synthesis and pharmacological characterization of the first class of inverse agonists acting on the HCMV-encoded receptor US28. It is shown that replacement of the 4-hydroxy group of lead compound I with a methylamine group results in a significant 6-fold increase in affinity. Interestingly, increasing the rigidity of the spacer by the introduction of a double bond also leads to a significant increase in binding affinity compared to 1. These novel inverse agonists serve as valuable tools to elucidate the role of constitutive signaling in the pathogenesis of viral infection and may have therapeutic potential as leads for new antiviral drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.054

文献信息

• [EN] DIPHENYLBUTYPIPERIDINE AUTOPHAGY INDUCERS<br/>[FR] INDUCTEURS, À BASE DE DIPHÉNYLBUTYLPIPÉRIDINE, DE L'AUTOPHAGIE
  申请人：HARVARD COLLEGE

  公开号：WO2011143444A2

  公开（公告）日：2011-11-17

  Autophagy inducing compounds, methods of their preparation and use, and kits containg said compounds are disclosed herein.
• Synthesis and pharmacological characterization of novel inverse agonists acting on the viral-encoded chemokine receptor US28
  作者：Janneke W. Hulshof、Henry F. Vischer、Mark H.P. Verheij、Silvina A. Fratantoni、Martine J. Smit、Iwan J.P. de Esch、Rob Leurs

  DOI：10.1016/j.bmc.2006.06.054

  日期：2006.11

  G-protein coupled receptors encoded by viruses represent an unexplored class of potential drug targets. In this study, we describe the synthesis and pharmacological characterization of the first class of inverse agonists acting on the HCMV-encoded receptor US28. It is shown that replacement of the 4-hydroxy group of lead compound I with a methylamine group results in a significant 6-fold increase in affinity. Interestingly, increasing the rigidity of the spacer by the introduction of a double bond also leads to a significant increase in binding affinity compared to 1. These novel inverse agonists serve as valuable tools to elucidate the role of constitutive signaling in the pathogenesis of viral infection and may have therapeutic potential as leads for new antiviral drugs. (c) 2006 Elsevier Ltd. All rights reserved.