2-pyrimidyl seleno ethanoic acid | 1407486-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-pyrimidyl seleno ethanoic acid
• 英文别名: 2-Pyrimidin-2-ylselanylacetic acid；2-pyrimidin-2-ylselanylacetic acid
• CAS: 1407486-45-6
• 化学式: C₆H₆N₂O₂Se
• 分子量: 217.086
• InChiKey: KNTGNYGDBLGACF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.69
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  溴乙酸 、 bis[2-(1,3-diazine)] diselenide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以55%的产率得到2-pyrimidyl seleno ethanoic acid
  参考文献：
  名称：

  Synthesis, characterization, structures and GPx mimicking activity of pyridyl and pyrimidyl based organoselenium compounds

  摘要：

  Pyridyl and pyrimidyl based organoselenium compounds have been synthesized and characterized by analytical and spectroscopic techniques. Molecular structures of 2,2'-dipyrimidyl diselenide (1b), 2,2'-dipyrimidyl selenide (2b) and 2-pyrimidyl seleno ethanoic acid (3d) have been determined by single crystal X-ray diffraction analyses. The 3d is associated in the solid state through hydrogen bonding between carboxylic acid proton and N2 of the pyrimidyl ring of an adjacent molecule. The in vitro GPx-like catalytic activity for these compounds was evaluated by H-1 NMR and HPLC methods where H2O2 was reduced by dithiothreitol (DTTred) and glutathione (GSH) as a thiol cofactor, respectively, in the presence of catalytic amounts of organoselenium compounds. The electron density around selenium atom (-SeSe- or -Se-) which is reflected by Se-77{H-1} NMR chemical shifts, has been found to be one of the crucial factors in influencing their overall GPx like activity. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.08.035

文献信息

• Synthesis, characterization, structures and GPx mimicking activity of pyridyl and pyrimidyl based organoselenium compounds
  作者：Ananda S. Hodage、C. Parashiva Prabhu、Prasad P. Phadnis、Amey Wadawale、K.I. Priyadarsini、Vimal K. Jain

  DOI：10.1016/j.jorganchem.2012.08.035

  日期：2012.12

  Pyridyl and pyrimidyl based organoselenium compounds have been synthesized and characterized by analytical and spectroscopic techniques. Molecular structures of 2,2'-dipyrimidyl diselenide (1b), 2,2'-dipyrimidyl selenide (2b) and 2-pyrimidyl seleno ethanoic acid (3d) have been determined by single crystal X-ray diffraction analyses. The 3d is associated in the solid state through hydrogen bonding between carboxylic acid proton and N2 of the pyrimidyl ring of an adjacent molecule. The in vitro GPx-like catalytic activity for these compounds was evaluated by H-1 NMR and HPLC methods where H2O2 was reduced by dithiothreitol (DTTred) and glutathione (GSH) as a thiol cofactor, respectively, in the presence of catalytic amounts of organoselenium compounds. The electron density around selenium atom (-SeSe- or -Se-) which is reflected by Se-77H-1} NMR chemical shifts, has been found to be one of the crucial factors in influencing their overall GPx like activity. (C) 2012 Elsevier B.V. All rights reserved.