2-(3α-((10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylethanol | 1360460-64-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 2-(3α-((10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylethanol
• CAS: 1360460-64-5
• 化学式: C₃₀H₃₃NO₂
• 分子量: 439.598
• InChiKey: VUFNUKBMMACISY-YIQUMBJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.7
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-tropanol 在 potassium permanganate 、 lithium aluminium tetrahydride 、 O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate 、 三乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 8.5h， 生成 2-(3α-((10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)-1-phenylethanol
  参考文献：
  名称：

  Structure-based design, synthesis and structure–activity relationships of dibenzosuberyl- and benzoate-substituted tropines as ligands for acetylcholine-binding protein

  摘要：

  Using structure-based optimization procedures on in silico hits, dibenzosuberyl- and benzoate substituted tropines were designed as ligands for acetylcholine-binding protein (AChBP). This protein is a homolog to the ligand binding domain of the nicotinic acetylcholine receptor (nAChR). Distinct SAR is observed between two AChBP species variants and between the alpha 7 and alpha 4 beta 2 nAChR subtype. The AChBP species differences are indicative of a difference in accessibility of a ligand-inducible subpocket. Hereby, we have identified a region that can be scrutinized to achieve selectivity for nicotinic receptor subtypes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.008

文献信息

• Structure-based design, synthesis and structure–activity relationships of dibenzosuberyl- and benzoate-substituted tropines as ligands for acetylcholine-binding protein
  作者：Ewald Edink、Atilla Akdemir、Chimed Jansen、René van Elk、Obbe Zuiderveld、Frans J.J. de Kanter、Jacqueline E. van Muijlwijk-Koezen、August B. Smit、Rob Leurs、Iwan J.P. de Esch

  DOI：10.1016/j.bmcl.2011.12.008

  日期：2012.2

  Using structure-based optimization procedures on in silico hits, dibenzosuberyl- and benzoate substituted tropines were designed as ligands for acetylcholine-binding protein (AChBP). This protein is a homolog to the ligand binding domain of the nicotinic acetylcholine receptor (nAChR). Distinct SAR is observed between two AChBP species variants and between the alpha 7 and alpha 4 beta 2 nAChR subtype. The AChBP species differences are indicative of a difference in accessibility of a ligand-inducible subpocket. Hereby, we have identified a region that can be scrutinized to achieve selectivity for nicotinic receptor subtypes. (C) 2011 Elsevier Ltd. All rights reserved.