(18)F-ST-889 | 1373522-91-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (18)F-ST-889
• 英文别名: 4-(18F)fluoranyl-1-[[4-(3-piperidin-1-ylpropoxy)phenyl]methyl]piperidine
• CAS: 1373522-91-8
• 化学式: C₂₀H₃₁FN₂O
• 分子量: 333.479
• InChiKey: DGVKMLVLUHANCZ-GJQNQZCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ST-928 在 potassium [¹⁸F]fluoride 、 potassium carbonate 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以20%的产率得到(18)F-ST-889
  参考文献：
  名称：

  Radiofluorinated histamine H3 receptor antagonist as a potential probe for in vivo PET imaging: Radiosynthesis and pharmacological evaluation

  摘要：

  The histamine H-3 receptor (H3R) plays a role in cognition and memory processes and is implicated in different neurological disorders, including Alzheimer's disease, schizophrenia, and narcolepsy. In vivo studies of the H3R occupancy using a radiolabeled PET tracer would be very useful for CNS drug discovery and development. We report here the radiosynthesis, in vitro and in vivo evaluation of a novel F-18-labeled high-affinity H3R antagonist F-18-ST889. The radiosynthesis was accomplished via nucleophilic substitution of the mesylate leaving group with a radiochemical yield of 8-20%, radiochemical purity >99%, and specific radioactivity >65 GBq/mu mol. F-18-ST889 exhibited high in vivo stability and rather low lipophilicity (logD(7.4) = 0.35 +/- 0.09). In vitro autoradiography showed specific binding in H3R-rich brain regions such as striatum and cortex. However, in vivo PET imaging of the rat brain with F-18-ST889 was not successful. Possible reasons are discussed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.024