rac-N-benzyl-1-[4-(2-fluoroethoxy)phenyl]propan-2-amine | 608137-89-9

• 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: rac-N-benzyl-1-[4-(2-fluoroethoxy)phenyl]propan-2-amine
• CAS: 608137-89-9
• 化学式: C₁₈H₂₂FNO
• 分子量: 287.377
• InChiKey: VKDBWEJDMKHARZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  21.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  rac-N-benzyl-1-[4-(2-fluoroethoxy)phenyl]propan-2-amine 在 palladium on activated charcoal ytterbium trifluoromethanesulfonate 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 4.0h， 生成 5-[2-({2-[4-(2-fluoroethoxy)phenyl]-1-methylethyl}amino)-1-hydroxyethyl]benzene-1,3-diol
  参考文献：
  名称：

  Synthesis and preliminary evaluation of (R,R)(S,S) 5-(2-(2-[4-(2-[18F]fluoroethoxy)phenyl]-1-methylethylamino)-1-hydroxyethyl)-benzene-1,3-diol ([18F]FEFE) for the in vivo visualisation and quantification of the β2-adrenergic receptor status in lung

  摘要：

  The F-18-labeled beta2-adrenergic receptor ligand (R,R)(S,S) 5-(2-(2-[4-(2-[F-18]fluoroethoxy)phenyl]-1-methylethylamino)-1-hydroxyethyl) -benzene-1,3-diol, a derivative of the original highly selective racemic fenoterol, was synthesized in an overall radiochemical yield of 20% after 65 min with a radiochemical purity higher than 98%. The specific activity was in the range of 50-60 GBq/mumol. In vitro testing of the non-radioactive fluorinated fenoterol derivative with isolated guinea pig trachea was conducted to obtain an IC50 value of 66 nM. Preliminary ex vivo organ distribution and in vivo experiments with positron emission tomography (PET) on guinea pigs were performed to study the biodistribution as well as the displacement of the radiotracer to prove specific binding to the beta2-receptor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00538-9
• 作为产物：
  描述：

  4-羟基苯基丙酮 在 platinum on carbon 氢气 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 20.0 ℃ 、500.0 kPa 条件下， 反应 36.0h， 生成 rac-N-benzyl-1-[4-(2-fluoroethoxy)phenyl]propan-2-amine
  参考文献：
  名称：

  Synthesis and preliminary evaluation of (R,R)(S,S) 5-(2-(2-[4-(2-[18F]fluoroethoxy)phenyl]-1-methylethylamino)-1-hydroxyethyl)-benzene-1,3-diol ([18F]FEFE) for the in vivo visualisation and quantification of the β2-adrenergic receptor status in lung

  摘要：

  The F-18-labeled beta2-adrenergic receptor ligand (R,R)(S,S) 5-(2-(2-[4-(2-[F-18]fluoroethoxy)phenyl]-1-methylethylamino)-1-hydroxyethyl) -benzene-1,3-diol, a derivative of the original highly selective racemic fenoterol, was synthesized in an overall radiochemical yield of 20% after 65 min with a radiochemical purity higher than 98%. The specific activity was in the range of 50-60 GBq/mumol. In vitro testing of the non-radioactive fluorinated fenoterol derivative with isolated guinea pig trachea was conducted to obtain an IC50 value of 66 nM. Preliminary ex vivo organ distribution and in vivo experiments with positron emission tomography (PET) on guinea pigs were performed to study the biodistribution as well as the displacement of the radiotracer to prove specific binding to the beta2-receptor. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00538-9