4-<4-<4-(trimethylstannyl)phenyl>-4-hydroxypiperidino>-4'-fluorobutyrophenone | 97042-48-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-<4-<4-(trimethylstannyl)phenyl>-4-hydroxypiperidino>-4'-fluorobutyrophenone
• 英文别名: 4-{4-[4-(trimethylstannyl)phenyl]-4-hydroxypiperidino}-4'-fluorobutyrophenone
• CAS: 97042-48-3
• 化学式: C₂₄H₃₂FNO₂Sn
• 分子量: 504.232
• InChiKey: CBUBMLFVRBZLJU-UHFFFAOYSA-N

物化性质

• 沸点：
  557.3±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  40.54
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-<4-<4-(trimethylstannyl)phenyl>-4-hydroxypiperidino>-4'-fluorobutyrophenone 在 溴 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以79%的产率得到溴哌利多
  参考文献：
  名称：

  Synthesis of high specific activity [75Br]- and [77Br]bromperidol and tissue distribution studies in the rat

  摘要：

  A rapid synthesis of [75Br]- and [77Br]bromperidol with specific activity exceeding 10000 Ci/mmol is described in which a trimethylstannylated analogue of bromperidol is used as a substrate for regiospecific no-carrier-added radiobromination. 4-[4-[4-(Trimethylstannyl)phenyl]-4-hydroxypiperidino]-4'- fluorobutyrophenone was synthesized by the reaction of (trimethylstannyl)sodium with haloperidol and purified by preparative HPLC. Subsequent radiobromination with no-carrier-added 75Br- or 77Br- and in situ oxidation using H2O2/CH3COOH gave a corrected radiochemical yield of 35% with a 30-min preparation time. Tissue distribution studies in the rat show a rapid and prolonged uptake into the brain, liver, and kidneys and consistently low blood concentrations that differ quantitatively from previous studies using relatively low specific activity bromperidol. Potential clinical applications for this high specific activity radiobrominated neuroleptic are discussed.

  DOI：

  10.1021/jm00147a035