N-methyl-2-(2-amino-4-(trifluoromethyl)phenylthio)benzylamine | 258875-16-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-methyl-2-(2-amino-4-(trifluoromethyl)phenylthio)benzylamine
• 英文别名: 2-[2-(Methylaminomethyl)phenyl]sulfanyl-5-(trifluoromethyl)aniline
• CAS: 258875-16-0
• 化学式: C₁₅H₁₅F₃N₂S
• 分子量: 312.359
• InChiKey: YDFKXFSQCRCVDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  碘甲烷-13C 、 N-methyl-2-(2-amino-4-(trifluoromethyl)phenylthio)benzylamine 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以53%的产率得到2-[2-[[methyl((113C)methyl)amino]methyl]phenyl]sulfanyl-5-(trifluoromethyl)aniline
  参考文献：
  名称：

  Radiosynthesis of carbon-11 labelled N-methyl-2-(arylthio)benzylamines: potential radiotracers for the serotonin reuptake receptor

  摘要：

  The potent and selective serotonin reuptake inhibitor, N,N-dimethyl-2-(2-amino-4-trifluoromethylphenylthio)benzylamine (1), and a potential metabolite, N-methyl-2-(2-amino-4-trifluoromethylphenythio)benzylamine (2) were radiolabelled with Carbon-11 as potential positron emission tomography (PET) radiotracers. Both [C-11]-(1) and [C-11]-(2) were obtained in good radiochemical yield by alkylation of their respective normethyl precursors with [C-11]-iodomethane in dimethylformamide. Upon HPLC. purification and formulation radiochemically pure products were obtained in 25-30% yield (from [C-11]-iodomethane, uncorrected) with specific activities of 25-40 GBq/mole. To further establish the site of labeling, [C-13]-(1) and [C-13]-(2) were also synthesised, using [C-13] iodomethane, for C-13 NMR analysis. Preliminary biodistribution studies in rats show that both [C-11]-(1) and [C-11]-(2) efficiently and rapidly cross the blood brain barrier.

  DOI：

  10.1002/(sici)1099-1344(19991230)42:13<1277::aid-jlcr284>3.0.co;2-q
• 作为产物：
  描述：

  盐酸甲胺 、 2-(2-amino-4-(trifluoromethyl)phenylthio)benzyl chloride hydrochloride 在 potassium carbonate 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 2.0h， 以18.6%的产率得到N-methyl-2-(2-amino-4-(trifluoromethyl)phenylthio)benzylamine
  参考文献：
  名称：

  Radiosynthesis of carbon-11 labelled N-methyl-2-(arylthio)benzylamines: potential radiotracers for the serotonin reuptake receptor

  摘要：

  The potent and selective serotonin reuptake inhibitor, N,N-dimethyl-2-(2-amino-4-trifluoromethylphenylthio)benzylamine (1), and a potential metabolite, N-methyl-2-(2-amino-4-trifluoromethylphenythio)benzylamine (2) were radiolabelled with Carbon-11 as potential positron emission tomography (PET) radiotracers. Both [C-11]-(1) and [C-11]-(2) were obtained in good radiochemical yield by alkylation of their respective normethyl precursors with [C-11]-iodomethane in dimethylformamide. Upon HPLC. purification and formulation radiochemically pure products were obtained in 25-30% yield (from [C-11]-iodomethane, uncorrected) with specific activities of 25-40 GBq/mole. To further establish the site of labeling, [C-13]-(1) and [C-13]-(2) were also synthesised, using [C-13] iodomethane, for C-13 NMR analysis. Preliminary biodistribution studies in rats show that both [C-11]-(1) and [C-11]-(2) efficiently and rapidly cross the blood brain barrier.

  DOI：

  10.1002/(sici)1099-1344(19991230)42:13<1277::aid-jlcr284>3.0.co;2-q