¹⁸F-nifene | 912843-71-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ¹⁸F-nifene
• 英文别名: Nifene F-18；3-[[(2S)-2,5-dihydro-1H-pyrrol-2-yl]methoxy]-2-(18F)fluoranylpyridine
• CAS: 912843-71-1
• 化学式: C₁₀H₁₁FN₂O
• 分子量: 193.21
• InChiKey: GHHQHFNDKOQCRS-IZFLLFDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-BOC-[¹⁸F]nifene 在 盐酸 作用下， 以 水 为溶剂， 反应 0.07h， 生成 ¹⁸F-nifene
  参考文献：
  名称：

  Green approaches to late-stage fluorination: radiosyntheses of ¹⁸F-labelled radiopharmaceuticals in ethanol and water

  摘要：

  已经开发出针对晚期氟化的绿色策略，其中在整个放射标记过程中仅使用乙醇和水作为溶剂，并应用于广泛应用于临床PET成像的一系列放射性药物的放射性合成中。

  DOI：

  10.1039/c5cc05919d

文献信息

• Green approaches to late-stage fluorination: radiosyntheses of ¹⁸F-labelled radiopharmaceuticals in ethanol and water
  作者：Megan N. Stewart、Brian G. Hockley、Peter J. H. Scott

  DOI：10.1039/c5cc05919d

  日期：——

  Green strategies for late-stage fluorination with ¹⁸F, in which ethanol and water are the only solvents used throughout the entire radiolabeling process, have been developed and applied to the radiosyntheses of a range of radiopharmaceuticals commonly employed in clinical PET imaging.

  已经开发出针对晚期氟化的绿色策略，其中在整个放射标记过程中仅使用乙醇和水作为溶剂，并应用于广泛应用于临床PET成像的一系列放射性药物的放射性合成中。
• Labeled ALPHA4BETA2 Ligands and Methods Therefor
  申请人：Mukherjee Jogeshwar

  公开号：US20090297443A1

  公开（公告）日：2009-12-03

  Contemplated compositions and methods are employed to bind in vitro and in vivo to an α4β2 nicotinic acetylcholine receptor in a highly selective manner. Where such compounds are labeled, compositions and methods employing such compounds can be used for PET and SPECT analysis. Alternatively, and/or additionally contemplated compounds can be used as antagonists, partial agonists or agonists in the treatment of diseases or conditions associated with α4ββ2 dysfunction.

  思考的组合和方法被用于高度选择性地在体外和体内与α4β2尼古丁乙酰胆碱受体结合。如果这些化合物被标记，使用这些化合物的组合和方法可以用于PET和SPECT分析。另外，或者还可以将思考的化合物用作α4ββ2功能失调相关疾病或病情的拮抗剂、部分激动剂或激动剂的治疗。
• US8378109B2
  申请人：——

  公开号：US8378109B2

  公开（公告）日：2013-02-19
• [18F]Nifene PET/CT Imaging in Mice: Improved Methods and Preliminary Studies of α4β2* Nicotinic Acetylcholinergic Receptors in Transgenic A53T Mouse Model of α-Synucleinopathy and Post-Mortem Human Parkinson’s Disease
  作者：Anthony-David T. Campoy、Christopher Liang、Reisha M. Ladwa、Krystal K. Patel、Ishani H. Patel、Jogeshwar Mukherjee

  DOI：10.3390/molecules26237360

  日期：——

  We report [18F]nifene binding to α4β2* nicotinic acetylcholinergic receptors (nAChRs) in Parkinson’s disease (PD). The study used transgenic Hualpha-Syn(A53T) PD mouse model of α-synucleinopathy for PET/CT studies in vivo and autoradiography in vitro. Additionally, postmortem human PD brain sections comprising of anterior cingulate were used in vitro to assess translation to human studies. Because the small size of mice brain poses challenges for PET imaging, improved methods for radiosynthesis of [18F]nifene and simplified PET/CT procedures in mice were developed by comparing intravenous (IV) and intraperitoneal (IP) administered [18F]nifene. An optimal PET/CT imaging time of 30–60 min post injection of [18F]nifene was established to provide thalamus to cerebellum ratio of 2.5 (with IV) and 2 (with IP). Transgenic Hualpha-Syn(A53T) mice brain slices exhibited 20–35% decrease while in vivo a 20–30% decrease of [18F]nifene was observed. Lewy bodies and α-synuclein aggregates were confirmed in human PD brain sections which lowered the [18F]nifene binding by more than 50% in anterior cingulate. Thus [18F]nifene offers a valuable tool for PET imaging studies of PD.

  我们报告了[18F]nifene与帕金森病（PD）中α4β2*烟碱乙酰胆碱能受体（nAChRs）的结合情况。该研究使用转基因 Hualpha-Syn(A53T)帕金森病小鼠α-突触核蛋白病模型进行体内 PET/CT 研究和体外自显影研究。此外，还在体外使用了包括前扣带回在内的死后人类帕金森病脑切片，以评估对人类研究的转化。由于小鼠大脑体积小，给 PET 成像带来了挑战，因此通过比较静脉注射（IV）和腹腔注射（IP）[18F]硝芬，开发出了改进的[18F]硝芬放射合成方法和简化的小鼠 PET/CT 程序。最佳 PET/CT 成像时间为注射[18F]硝芬后 30-60 分钟，丘脑与小脑的比例为 2.5（静脉注射）和 2（IP）。转基因 Hualpha-Syn(A53T)小鼠脑切片显示[18F]硝芬减少了 20-35%，而体内观察到[18F]硝芬减少了 20-30%。路易体和α-突触核蛋白聚集体在人类帕金森病脑切片中得到证实，这使前扣带回中的[18F]尼芬结合率降低了 50%以上。因此，[18F]nifene为PD的PET成像研究提供了一种有价值的工具。