[11C]befloxatone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [11C]befloxatone
• 英文别名: [11C](5R)-5-(Methoxymethyl)-3-[4-[(3R)-4,4,4-trifluoro-3-hydroxybutoxy]phenyl]-2-oxazolidinone；(5R)-5-(methoxymethyl)-3-[4-[(3R)-4,4,4-trifluoro-3-hydroxybutoxy]phenyl]-(211C)1,3-oxazolidin-2-one
• 化学式: C₁₅H₁₈F₃NO₅
• 分子量: 348.296
• InChiKey: IALVDLPLCLFBCF-ZMGKWILSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [¹¹C]phosgene 、 (R)-1-methoxy-3-[[4-[(3R)-4,4,4-trifluoro-3-hydroxybutoxy]phenyl]amino]-2-propanol 以 二氯甲烷 为溶剂， 生成 [11C]befloxatone
  参考文献：
  名称：

  Efficient synthesis of [¹¹C]befloxatone, a selective radioligand for thein vivoimaging of MAO-A density using PET

  摘要：

  碳-11标记的befloxatone（(5R)-5-(甲氧基甲基)-3-[4-[(3R)-4,4,4-三氟-3-羟基丁氧基]苯基]-2-恶唑烷酮）是一种可逆的选择性单胺氧化酶-A（MAO-A）抑制剂，似乎是一种新的用于MAO-A密度体内成像的强效PET示踪剂。本文研究了befloxatone的放射合成，并以制备多毫居里放射性示踪剂为目标。通常情况下，使用无载体添加的[11C]光气，在 20 分钟的放射合成（包括 HPLC 纯化）过程中可获得 150-300 mCi（5.55-11.10 GBq）的[11C]贝复沙酮，其特定放射性活度范围为 500-2000 mCi/µmol（18.5-74.0 GBq/µmol）。这些放射合成方法的高效率允许采用多注射方案和动力学方法对示踪剂进行绝对定量。Copyright © 2003 John Wiley & Sons, Ltd. All Rights Reserved.

  DOI：

  10.1002/jlcr.718

文献信息

• Synthesis and in vivo imaging properties of [11C]befloxatone: A novel highly potent positron emission tomography ligand for mono-amine oxidase-A
  作者：Frédéric Dolle、Héric Valette、Yann Bramoulle、Ilonka Guenther、Chantal Fuseau、Christine Coulon、Carole Lartizien、Samir Jegham、Pascal George、Olivier Curet、Jean-Louis Pinquier、Michel Bottlaender

  DOI：10.1016/s0960-894x(03)00215-4

  日期：2003.5

  Befloxatone (1, (5R)-5-(methoxymethyl)-3-[4-[(3R)-4,4,4-trifluoro-3-hydroxybutoxy]phenyl]-2-oxazolidinone) is an oxazolidinone derivative belonging to a new generation of reversible and selective mono-amine oxidase-A (MAO-A) inhibitors. In vitro and ex vivo studies have demonstrated that befloxatone is a potent, reversible and competitive MAO-A inhibitor with potential antidepressant properties. Befloxatone (1) was labelled with carbon-11 (t(1/2): 20.4min) using [C-11]phosgene as reagent. Typically, starting from a 1.2Ci (44.4GBq) cyclotron-produced [C-11]CH4 batch, 150-3OOmCi (5.55-11.10 GBq) of [C-11]befloxatone ([C-11]-1) with a radiochemical- and chemical purity of more than 99% were routinely obtained within 20min of radiosynthesis (including HPLC purification) with specific radioactivities of 500-20OOmCi/mumol (18.5-74.0GBq/mumol). The results obtained in vivo with carbon-11-labelled befloxatone not only confirm the biochemical and pharmacological profile of befloxatone found in rodent and in human tissues but also point out [C-11]befloxatone as an excellent tool for the assessment of MAO-A binding sites using positron emission tomography, a high-resolution, sensitive, non-invasive and quantitative imaging technique. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Dolle; Bramoulle; Bottlaender, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S608-S609
  作者：Dolle、Bramoulle、Bottlaender

  DOI：——

  日期：——