1-[2-(4-methyl-2-(111C)methylphenyl)sulfanylphenyl]piperazine | 1609659-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[2-(4-methyl-2-(111C)methylphenyl)sulfanylphenyl]piperazine
• CAS: 1609659-23-5
• 化学式: C₁₈H₂₂N₂S
• 分子量: 297.441
• InChiKey: YQNWZWMKLDQSAC-JVVVGQRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [11C]methyl iodide 、 1-(2-((4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)thio)phenyl)piperazine 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 三(邻甲基苯基)磷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.11h， 以40%的产率得到1-[2-(4-methyl-2-(111C)methylphenyl)sulfanylphenyl]piperazine
  参考文献：
  名称：

  11C-labeling and preliminary evaluation of vortioxetine as a PET radioligand

  摘要：

  Vortioxetine is a new multi-modal drug against major depressive disorder with high affinity for a range of different serotonergic targets in the CNS. We report the C-11-labeling of vortioxetine with [C-11] MeI using a Suzuki-protocol that allows for the presence of an unprotected amine. Preliminary evaluation of [C-11] vortioxetine in a Danish Landrace pig showed rapid brain uptake and brain distribution in accordance with the pharmacological profile, all though an unexpected high binding in cerebellum was also observed. [C-11] vortioxetine displayed slow tracer kinetics with peak uptake after 60 min and with limited wash-out from the brain. Further studies are needed but this radioligand may prove to be a valuable tool in unraveling the clinical effects of vortioxetine. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.044

文献信息

• 11C-labeling and preliminary evaluation of vortioxetine as a PET radioligand
  作者：Valdemar L. Andersen、Hanne D. Hansen、Matthias M. Herth、Gitte M. Knudsen、Jesper L. Kristensen

  DOI：10.1016/j.bmcl.2014.04.044

  日期：2014.6

  Vortioxetine is a new multi-modal drug against major depressive disorder with high affinity for a range of different serotonergic targets in the CNS. We report the C-11-labeling of vortioxetine with [C-11] MeI using a Suzuki-protocol that allows for the presence of an unprotected amine. Preliminary evaluation of [C-11] vortioxetine in a Danish Landrace pig showed rapid brain uptake and brain distribution in accordance with the pharmacological profile, all though an unexpected high binding in cerebellum was also observed. [C-11] vortioxetine displayed slow tracer kinetics with peak uptake after 60 min and with limited wash-out from the brain. Further studies are needed but this radioligand may prove to be a valuable tool in unraveling the clinical effects of vortioxetine. (C) 2014 Elsevier Ltd. All rights reserved.