N-(2-fluoroethyl)-N'-methylthiourea

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫脲类
• 英文名称: N-(2-fluoroethyl)-N'-methylthiourea
• 英文别名: 3-(2-Fluoroethyl)-1-methylthiourea；1-(2-fluoroethyl)-3-methylthiourea
• 化学式: C₄H₉FN₂S
• 分子量: 136.193
• InChiKey: CBWXEOIXKUYHHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氟乙胺盐酸盐 、 异硫氰酸甲酯 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以41%的产率得到N-(2-fluoroethyl)-N'-methylthiourea
  参考文献：
  名称：

  Synthesis of N-(2-[18F]fluoroethyl)-N′-methylthiourea: a hydrogen peroxide scavenger

  摘要：

  N-(2-[F-18]fluoroethyl)-N'-methylthiourea ([F-18]FEMTU), a fluorine-18 labelled derivative of the hydrogen peroxide scavenger dimethylthiourea (DMTU), has been synthesized by reaction of 2-[F-18]fluoroethylamine with methylisothiocyanate. 2-[F-18]Fluoroethylamine was obtained in modest radiochemical yields (39+/-6%, mean+/-sd, n=5, decay corrected) by nucleophilic substitution with [F-18]fluoride on N-[2(p-toluenesulfonyloxy)ethyl] phthalimide followed by deprotection with hydrazine and distillation.The distilled 2-[F-18]fluoroethylamine was trapped in CH2Cl2 and reacted with methylisothiocyanate to yield [F-18]FEMTU that was purified by reversed phase HPLC. The total synthesis takes 150 min and provides [F-18]FEMTU with a specific activity of 3.3+0.5 GBq/mu mol (mean+/-sd, n=3) at end of synthesis, with an overall decay corrected radiochemical yield of 25+/-8% (mean+/-sd, n=5).

  DOI：

  10.1002/(sici)1099-1344(199806)41:6<491::aid-jlcr102>3.0.co;2-9

文献信息

• Synthesis of N-(2-[18F]fluoroethyl)-N′-methylthiourea: a hydrogen peroxide scavenger
  作者：C. Gilissen、G. Bormans、T. de Groot、A. Verbruggen

  DOI：10.1002/(sici)1099-1344(199806)41:6<491::aid-jlcr102>3.0.co;2-9

  日期：1998.6

  N-(2-[F-18]fluoroethyl)-N'-methylthiourea ([F-18]FEMTU), a fluorine-18 labelled derivative of the hydrogen peroxide scavenger dimethylthiourea (DMTU), has been synthesized by reaction of 2-[F-18]fluoroethylamine with methylisothiocyanate. 2-[F-18]Fluoroethylamine was obtained in modest radiochemical yields (39+/-6%, mean+/-sd, n=5, decay corrected) by nucleophilic substitution with [F-18]fluoride on N-[2(p-toluenesulfonyloxy)ethyl] phthalimide followed by deprotection with hydrazine and distillation.The distilled 2-[F-18]fluoroethylamine was trapped in CH2Cl2 and reacted with methylisothiocyanate to yield [F-18]FEMTU that was purified by reversed phase HPLC. The total synthesis takes 150 min and provides [F-18]FEMTU with a specific activity of 3.3+0.5 GBq/mu mol (mean+/-sd, n=3) at end of synthesis, with an overall decay corrected radiochemical yield of 25+/-8% (mean+/-sd, n=5).