3,4-[ring-2,5,6-³H]dihydroxyphenylethylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,4-[ring-2,5,6-³H]dihydroxyphenylethylamine
• 英文别名: 3,4-[ring-2,5,6-³[H]]-dopamine；3,4-[ring-2,5,6-[3H]]-dopamine；2,5,6-[³H]dopamine；[2,5,6-3H]dopamine；dihydroxyphenylethylamine；[³H]dopamine；4-(2-Aminoethyl)-3,5,6-tritritiobenzene-1,2-diol
• 化学式: C₈H₁₁NO₂
• 分子量: 159.157
• InChiKey: VYFYYTLLBUKUHU-SYSMJLRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  盐酸多巴胺 在 palladium on activated charcoal 盐酸 、 超重氢 、 溴 、 溶剂黄146 作用下， 反应 8.0h， 生成 3,4-[ring-2,5,6-³H]dihydroxyphenylethylamine
  参考文献：
  名称：

  Synthesis of [Ring‐³H] Dopamine and Fluoro Analogues at High Specific Activity

  摘要：

  Dopamine and several fluoro analogues were labeled with tritium at high specific activity by a catalytic tritium dehalogenation of polybromo precursors.

  DOI：

  10.1080/00397910500466504

文献信息

• Solid-phase synthesis of deuterium- and tritium-labeled dopamine using carbon nanomaterials
  作者：V. P. Shevchenko、I. Yu. Nagaev、K. V. Shevchenko、M. G. Chernysheva、G. A. Badun、V. M. Fedoseev、N. F. Myasoedov

  DOI：10.1134/s1066362211030192

  日期：2011.6

  Various procedures for preparing dopamine labeled with deuterium (H-2) and tritium (H-3) were considered. The labeled dopamine into which the hydrogen isotopes were introduced by solid-phase halogenation contained, on the average, 2.8 H-2 (H-3) atoms. The labeled dopamine prepared by solid-phase isotope exchange using nanodiamonds as support contained, on the average, 4.8 H-2 (H-3) atoms. The process was accompanied by the substrate deamination; as a result, the yield of the labeled analog was low (7-10%). Mass spectrometric analysis shows that the phenolic fragments formed by the dopamine deamination undergo dimerization.