dipyrimidyl monoselenide | 1407486-44-5

• 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: dipyrimidyl monoselenide
• 英文别名: 2,2'-dipyrimidyl monoselenide；2-Pyrimidin-2-ylselanylpyrimidine；2-pyrimidin-2-ylselanylpyrimidine
• CAS: 1407486-44-5
• 化学式: C₈H₆N₄Se
• 分子量: 237.122
• InChiKey: UHRKDSXFCSJBOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.08
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四(三苯基膦)钯 、 dipyrimidyl monoselenide 以 苯 为溶剂， 反应 4.0h， 以75%的产率得到[Pd{η²-SeC₄H₃N₂}{SeC₄H₃N₂}(PPh₃)]
  参考文献：
  名称：

  双嘧啶二硒化物与[M（PPh 3）4 ]和2-嘧啶硫氰酸酯与[MCl 2（二膦）]的反应性（M = Pd或Pt）

  摘要：

  {SeC 4 H（4,6-R）2 N 2 } 2与[M（PPh 3）4 ]（M = Pt或Pd）在苯中的氧化加成反应提供了组成为[Pt {SeC 4 H（ 4,6-R）2 ñ 2 } 2（PPH 3）2 ]（1）和[钯{η 2 -sec 4 H（4,6-R）2 ñ 2 } {秒4 H（4,6- R）2 N 2 }（PPh 3）]（3）（R = H或Me）。前者在溶液中时离开解离为[PT {η 2 -sec 4 H（4,6-R）2 Ñ 2 } {秒4 H（4,6-R）2 Ñ 2 }（PPH 3）]（2）和PPh 3。的治疗[氯铂酸2（P ∩ P）]（P ∩ P = DPPE或DPPP）和NAEC 4 H（4,6-R）2 Ñ 2（对于E / R =硒/ H / Me或碲/ Me）的给出了单核络合物[Pt {EC 4 H（4,6-R）2 N 2 } 2（P∩P）]（4和6）（R = H或Me，P

  DOI：

  10.1016/j.jorganchem.2012.06.036
• 作为产物：
  描述：

  2-溴嘧啶 在 selenium 、 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 5.0h， 以24%的产率得到bis[2-(1,3-diazine)] diselenide
  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.
• Reactivity of dipyrimidyldiselenides with [M(PPh3)4] and 2-pyrimidylchalcogenolates with [MCl2(diphosphine)] (M = Pd or Pt)
  作者：Rohit Singh Chauhan、Rakesh K. Sharma、G. Kedarnath、David B. Cordes、Alexandra M.Z. Slawin、Vimal K. Jain

  DOI：10.1016/j.jorganchem.2012.06.036

  日期：2012.10

  Oxidative addition reactions of SeC4H(4,6-R)2N2}2 with [M(PPh3)4] (M = Pt or Pd) in benzene afforded complexes of composition, [PtSeC4H(4,6-R)2N2}2(PPh3)2] (1) and [Pdη2-SeC4H(4,6-R)2N2}SeC4H(4,6-R)2N2}(PPh3)] (3) (R = H or Me). The former when left in solution dissociated to [Ptη2-SeC4H(4,6-R)2N2}SeC4H(4,6-R)2N2}(PPh3)] (2) and PPh3. Treatment of [PtCl2(P∩P)] (P∩P = dppe or dppp) and NaEC4H(4

  SeC 4 H（4,6-R）2 N 2 } 2与[M（PPh 3）4 ]（M = Pt或Pd）在苯中的氧化加成反应提供了组成为[Pt SeC 4 H（ 4,6-R）2 ñ 2 } 2（PPH 3）2 ]（1）和[钯η 2 -sec 4 H（4,6-R）2 ñ 2 } 秒4 H（4,6- R）2 N 2 }（PPh 3）]（3）（R = H或Me）。前者在溶液中时离开解离为[PT η 2 -sec 4 H（4,6-R）2 Ñ 2 } 秒4 H（4,6-R）2 Ñ 2 }（PPH 3）]（2）和PPh 3。的治疗[氯铂酸2（P ∩ P）]（P ∩ P = DPPE或DPPP）和NAEC 4 H（4,6-R）2 Ñ 2（对于E / R =硒/ H / Me或碲/ Me）的给出了单核络合物[Pt EC 4 H（4,6-R）2 N 2 } 2（P∩P）]（4和6）（R = H或Me，P