[¹⁸F]fluoroethylcholine | 188709-02-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [¹⁸F]fluoroethylcholine
• 英文别名: [¹⁸F]FECH；fluoroethylcholine；Fluoroethylcholine ion F-18；2-(18F)fluoranylethyl-(2-hydroxyethyl)-dimethylazanium
• CAS: 188709-02-6
• 化学式: C₆H₁₅FNO
• 分子量: 135.191
• InChiKey: HVTQGIFBNBMSGE-JZRMKITLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-二甲基乙醇胺 、 [(18)F]-2-fluoroethyltosylate 生成 [¹⁸F]fluoroethylcholine
  参考文献：
  名称：

  Lim, J. L.; Dorman, E. T.; Cabral, C. L., Journal of labelled compounds and radiopharmaceuticals, 2003, vol. 46, p. S46 - S46

  摘要：

  DOI：

文献信息

• Fluorous Synthesis of¹⁸F Radiotracers with the [¹⁸F]Fluoride Ion: Nucleophilic Fluorination as the Detagging Process
  作者：Romain Bejot、Thomas Fowler、Laurence Carroll、Sophie Boldon、Jane E. Moore、Jérôme Declerck、Véronique Gouverneur

  DOI：10.1002/anie.200803897

  日期：2009.1.5

  Tag team: The fluoro‐detagging of fluorous sulfonates by the [18F]fluoride ion was found to be an advantageous strategy for the preparation of various 18F‐labeled prosthetic groups and known radiotracers (see picture). Fluorous solid phase extraction (FSPE) was used to separate the excess fluorous precursor from the labeled material, which suggests that traditional purification protocols such as distillation

  标签小组：发现[ 18 F]氟离子对氟代磺酸盐进行氟脱标记是制备各种18 F标记的修复基团和已知放射性示踪剂的有利策略（参见图片）。荧光固相萃取（FSPE）用于从标记的材料中分离出过量的氟前体，这表明可以避免传统的纯化方案，例如蒸馏或繁琐的分离。
• Simplified fast and high yielding automated synthesis of [18F]fluoroethylcholine for prostate cancer imaging
  作者：M. Zuhayra、A. Alfteimi、L. Papp、U. Lützen、A. Lützen、C. Von Forstner、B. Meller、E. Henze

  DOI：10.1016/j.bmc.2008.09.031

  日期：2008.10

  using positron emission tomography (PET). Due to the practical advantages of the longer-living radioisotope (18)F (t(1/2)=110 min) instead of (11)C (t(1/2)=20 min), [(18)F]fluoroethylcholine has been introduced to increase the opportunity of widespread clinical application. Nevertheless, the various known synthetic methods provide [(18)F]fluoroethylcholine for human use only in moderate overall yields of

  （11）C和（18）F标记的胆碱类似物是使用正电子发射断层扫描（PET）进行前列腺癌成像的成功示踪剂。由于寿命更长的放射性同位素的实际优势，用（18）F（t（1/2）= 110分钟）代替（11）C（t（1/2）= 20分钟），[（18）F]氟乙基胆碱已被引入以增加广泛临床应用的机会。但是，迄今为止，各种已知的合成方法仅以高达30％的中等总收率提供了供人使用的[（18）F]氟乙基胆碱。在这里，描述了一种新的简化且高产率的[（18）F]氟代乙基胆碱的两步合成方法，用于潜在的临床应用，它是使用改良的，可商购的全自动合成模块从三氟甲磺酸2-溴乙基酯（BETfO）开始的。随后优化所有合成参数，仅在40分钟内产生47 +/- 5％的总收率（未经衰减校正）。将[（18）F]氟乙基胆碱固定在Sep-Pak Accell Light滤筒（waters（R））上并用生理盐水配制后，无需进行GC或HPLC纯化，即可制成生理溶液使用。放射化学纯度>
• Method for Preparing of Organofluoro Compounds in Alcohol Solvents
  申请人：Moon Dae Hyuk

  公开号：US20080171863A1

  公开（公告）日：2008-07-17

  The present invention relates to a method for preparation of organofluoro compounds containing radioactive isotope fluorine-18. More particularly, the present invention relates to a method for preparation of organofluoro compound by reacting fluorine salt containing radioactive isotope fluorine-18 with alkyl halide or alkyl sulfonate in the presence of alcohol of Chemistry (FIG. 1 ) as a solvent to obtain high yield of organofluoro compound. Synthesis reaction according to the present invention may be carried out under mild condition to give high yield of the organofluoro compounds and the reaction time is decreased, and thereby is suitable for the mass production of the organofluoro compounds.

  本发明涉及一种制备含有放射性同位素氟-18的有机氟化合物的方法。更具体地，本发明涉及一种通过在化学品（图1）的醇溶剂存在下，将含有放射性同位素氟-18的氟盐与烷基卤或烷基磺酸盐反应，以获得高产率的有机氟化合物的方法。根据本发明的合成反应可以在温和的条件下进行，以获得高产率的有机氟化合物，并且反应时间缩短，因此适用于有机氟化合物的大规模生产。
• METHOD FOR PREPARATION OF ORGANOFLUORO COMPOUNDS IN ALCOHOL SOLVENTS
  申请人：MOON Dae Hyuk

  公开号：US20100113763A1

  公开（公告）日：2010-05-06

  The present invention relates to a method for preparation of organofluoro compounds containing radioactive isotope fluorine-18. More particularly, the present invention relates to a method for preparation of organofluoro compound [ 18 F]florbetaben or [ 18 F]AV-45 having and , respectively, by reacting fluorine salt containing radioactive isotope fluorine-18 with alkyl halide or alkyl sulfonate in the presence of alcohol of Chemistry Formula 1 as a solvent to obtain high yield of organofluoro compound. Synthesis reaction according to the present invention may be carried out under mild condition to give high yield of the organofluoro compounds and the reaction time is decreased, and thereby is suitable for the mass production of the organofluoro compounds.

  本发明涉及一种制备含放射性同位素氟-18的有机氟化合物的方法。更具体地说，本发明涉及一种通过在化学式1的醇溶剂存在下，将含放射性同位素氟-18的氟盐与烷基卤化物或烷基磺酸酯反应，以获得高产率的有机氟化合物[18F] florbetaben或[18F] AV-45的方法，其化学式分别为11和12。根据本发明的合成反应可以在温和的条件下进行，以获得高产率的有机氟化合物，并且反应时间缩短，因此适用于有机氟化合物的大规模生产。
• PROSTATE SPECIFIC MEMBRANE ANTIGEN INHIBITORS
  申请人：Graham Keith

  公开号：US20120328518A1

  公开（公告）日：2012-12-27

  This invention relates to novel compounds suitable for labelling by 18 F and the corresponding 18 F labelled compounds themselves, 19 F-fluorinated analogues thereof and their use as reference standards, methods of preparing such compounds, compositions comprising such compounds, kits comprising such compounds or compositions and uses of such compounds, compositions or kits for diagnostic imaging by positron emission tomography (PET).

  本发明涉及适用于18F标记的新化合物以及相应的18F标记化合物、19F-氟化类似物及其作为参考标准的用途，制备这些化合物的方法，包含这些化合物的组合物、包含这些化合物或组合物的试剂盒以及利用这些化合物、组合物或试剂盒进行正电子发射断层扫描（PET）诊断成像的用途。