(1S,3R,5R)-3-Biphenyl-2-yl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol | 872191-51-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (1S,3R,5R)-3-Biphenyl-2-yl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol
• CAS: 872191-51-0
• 化学式: C₂₀H₂₃NO
• 分子量: 293.409
• InChiKey: CNTBONUVPQEEGZ-YRWFTTLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,3R,5R)-3-Biphenyl-2-yl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol 在 sodium hydroxide 、 三氟乙酸 作用下， 生成 3-Biphenyl-2-yl-8-chloromethyl-8-methyl-8-azonia-bicyclo[3.2.1]oct-2-ene
  参考文献：
  名称：

  Synthesis and monoamine transporter affinity of 3-aryl substituted trop-2-enes

  摘要：

  A series of new 3-aryl-tropanes have been synthesized, and their affinities and selectivities were evaluated for monoamine transporters. (1RS)-3-(Fluoren-2-yl)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene exhibited the highest affinity for the human serotonin transporter IC50 = 14.5 nM). It is also 52-fold and 230-fold selective over human dopamine and norepinephrine transporters, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.082
• 作为产物：
  描述：

  2-溴联苯 、 托品酮 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以15%的产率得到(1S,3R,5R)-3-Biphenyl-2-yl-8-methyl-8-aza-bicyclo[3.2.1]octan-3-ol
  参考文献：
  名称：

  Synthesis and monoamine transporter affinity of 3-aryl substituted trop-2-enes

  摘要：

  A series of new 3-aryl-tropanes have been synthesized, and their affinities and selectivities were evaluated for monoamine transporters. (1RS)-3-(Fluoren-2-yl)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene exhibited the highest affinity for the human serotonin transporter IC50 = 14.5 nM). It is also 52-fold and 230-fold selective over human dopamine and norepinephrine transporters, respectively. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.082