5-Bromo-3-(2-methyl-propenyl)-pyrazin-2-ylamine | 344940-68-7

• 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: 5-Bromo-3-(2-methyl-propenyl)-pyrazin-2-ylamine
• CAS: 344940-68-7
• 化学式: C₈H₁₀BrN₃
• 分子量: 228.091
• InChiKey: VYDWBYBLDVDNLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.8
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-Bromo-3-(2-methyl-propenyl)-pyrazin-2-ylamine 在 四(三苯基膦)钯 盐酸 、 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-benzyl-6-(4-hydroxyphenyl)-8-(2-methylprop-1-enyl)-7H-imidazo[1,2-a]pyrazin-3-one
  参考文献：
  名称：

  Chemi- and bioluminescence of coelenterazine analogues with a conjugated group at the C-8 position

  摘要：

  The chemiliminescent compound coelenterazine is involved in various bioluminescence reactions as the substrates, causing the luminescence with an emission peak in the range of 450-475 nm. Anticipating the introduction of a bathochromicshift of the luminescence, several new coelenterazine analogues that have conjugated olefins or aromatic groups at the 8-position of imidazopyrazinone ring were synthesized. In the chemiluminescence reaction, the emission spectra of a majority of the compounds synthesized showed a bathochromic shift, giving an emission peak in the range of 520-580 nm. In the bioluminescence catalyzed by Oplophorus luciferase, the bisthienyl analogue of coelenterazine emitted a moderate intensity of luminescence (5% of coelenterazine) with an emission maximum at 528 nm, which was the longest wavelength of all the analogues tested. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00340-9
• 作为产物：
  描述：

  三丁基(2-甲基丙-1-烯基)锡烷 、 2-氨基-3,5-二溴吡嗪 在 四(三苯基膦)钯 N,N-二异丙基乙胺 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-Bromo-3-(2-methyl-propenyl)-pyrazin-2-ylamine
  参考文献：
  名称：

  Chemi- and bioluminescence of coelenterazine analogues with a conjugated group at the C-8 position

  摘要：

  The chemiliminescent compound coelenterazine is involved in various bioluminescence reactions as the substrates, causing the luminescence with an emission peak in the range of 450-475 nm. Anticipating the introduction of a bathochromicshift of the luminescence, several new coelenterazine analogues that have conjugated olefins or aromatic groups at the 8-position of imidazopyrazinone ring were synthesized. In the chemiluminescence reaction, the emission spectra of a majority of the compounds synthesized showed a bathochromic shift, giving an emission peak in the range of 520-580 nm. In the bioluminescence catalyzed by Oplophorus luciferase, the bisthienyl analogue of coelenterazine emitted a moderate intensity of luminescence (5% of coelenterazine) with an emission maximum at 528 nm, which was the longest wavelength of all the analogues tested. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00340-9