[11C]PR04.MZ | 1186426-22-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 托烷生物碱
• 英文名称: [11C]PR04.MZ
• 英文别名: (111C)methyl (1R,2S,3S,5S)-8-(4-fluorobut-2-ynyl)-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS: 1186426-22-1
• 化学式: C₂₀H₂₄FNO₂
• 分子量: 328.403
• InChiKey: UTLIGDFWNZZYCH-MVSWCCCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  [11C]methyl iodide 、 在 rubidium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以20%的产率得到[11C]PR04.MZ
  参考文献：
  名称：

  [11C]PR04.MZ, a promising DAT ligand for low concentration imaging: Synthesis, efficient 11C-O-methylation and initial small animal PET studies

  摘要：

  PR04.MZ was designed as a highly selective dopamine transporter inhibitor, derived from natural cocaine. Its binding pro. le indicates that [C-11]PR04.MZ may be suited as a PET radiolig and for the non-invasive exploration of striatal and extrastriatal DAT populations. As a key feature, its structural design facilitates both, labelling with fluorine-18 at its terminally fluorinated butynyl moiety and carbon-11 at its methyl ester function. The present report concerns the efficient [C-11]MeI mediated synthesis of [C-11]PR04. MZ from an O-desmethyl precursor trifluoroacetic acid salt with Rb2CO3 in DMF in up to 95 +/- 5% labelling yield. A preliminary mu PET-experiment demonstrates the reversible, highly specific binding of [C-11]PR04. MZ in the brain of a male Sprague-Dawley rat. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.090