N-(3-((1R,5S,6r)-6-ethyl-3-((1-hydroxy-2,3-dihydro-1H-inden-2-yl)methyl)-3-azabicyclo[3.1.0]hexan-6-yl)phenyl)methanesulfonamide | 1366133-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(3-((1R,5S,6r)-6-ethyl-3-((1-hydroxy-2,3-dihydro-1H-inden-2-yl)methyl)-3-azabicyclo[3.1.0]hexan-6-yl)phenyl)methanesulfonamide
• CAS: 1366133-43-8
• 化学式: C₂₄H₃₀N₂O₃S
• 分子量: 426.58
• InChiKey: BRMAAOWSKNFCJL-RPPRZBDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.64
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-硝基苯丙酮 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 水 、 铁粉 、 三乙胺 、 calcium chloride 、 肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 N-(3-((1R,5S,6r)-6-ethyl-3-((1-hydroxy-2,3-dihydro-1H-inden-2-yl)methyl)-3-azabicyclo[3.1.0]hexan-6-yl)phenyl)methanesulfonamide
  参考文献：
  名称：

  SAR and biological evaluation of 3-azabicyclo[3.1.0]hexane derivatives as μ opioid ligands

  摘要：

  3-Azabicyclo[3.1.0] hexane compounds were designed as novel achiral mu opioid receptor ligands for the treatment of pruritus in dogs. In this paper, we describe the SAR of this class of opioid ligand, highlighting changes to the lead structure which led to compounds having picomolar binding affinity, selective for the mu receptor over delta and kappa subtypes. Some subtleties of functional activity will also be described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.099

文献信息

• SAR and biological evaluation of 3-azabicyclo[3.1.0]hexane derivatives as μ opioid ligands
  作者：Graham Lunn、Lee R. Roberts、Stephane Content、Douglas J. Critcher、Sara Douglas、Ashley E. Fenwick、David M. Gethin、Graham Goodwin、David Greenway、Sean Greenwood、Kim Hall、Martin Thomas、Stephen Thompson、David Williams、Gavin Wood、Andrew Wylie

  DOI：10.1016/j.bmcl.2012.01.099

  日期：2012.3

  3-Azabicyclo[3.1.0] hexane compounds were designed as novel achiral mu opioid receptor ligands for the treatment of pruritus in dogs. In this paper, we describe the SAR of this class of opioid ligand, highlighting changes to the lead structure which led to compounds having picomolar binding affinity, selective for the mu receptor over delta and kappa subtypes. Some subtleties of functional activity will also be described. (C) 2012 Elsevier Ltd. All rights reserved.