7-benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one | 693252-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡嗪类
• 英文名称: 7-benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one
• 英文别名: 7-Benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one；7-benzyl-2-methylimidazo[1,2-a]pyrazin-3-one
• CAS: 693252-69-6
• 化学式: C₁₄H₁₃N₃O
• 分子量: 239.277
• InChiKey: DYCNFPIOJQMQBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one 在 lithium perchlorate 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Colorimetric and fluorometric sensing of the Lewis acidity of a metal ion by metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones

  摘要：

  Metal-ion complexation of 7-benzylimidazo[1,2-a]pyrazin-3(7H)-one derivative (2) with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ in acetonitrile resulted in successive modulations of its UV/vis absorption and fluorescence spectroscopic properties. This result indicates that 2 can be used as a calorimetric and fluorometric sensor of the Lewis acidity of a metal ion in aprotic solutions. The hypothesis that the metal-ion complex has a O10(imidazopyrazinone)-metal ion bond was supported by X-ray crystallographic analysis and quantum chemical calculations for a Li+ complex of 7-methylimidazo[1,2-a]pyrazin-3(7H)-one derivative (1). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.043
• 作为产物：
  描述：

  氯化苄 、 2-methyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以27%的产率得到7-benzyl-2-methylimidazo[1,2-a]pyrazin-3(7H)-one
  参考文献：
  名称：

  Metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones: continuous changes in absorption spectra of complexes depending on the Lewis acidity of the metal ion

  摘要：

  The spectroscopic properties of metal-ion complexes of several imidazopyrazinone derivatives with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ ions were studied. The spectral characteristics and the formation constants of the complexes changed continuously depending on the Lewis acidity of the metal ion, suggesting that the imidazopyrazinones can find application as indicators of Lewis acidity. In the case of bis-imidazopyrazinone derivatives, the complexation abilities were enhanced by chelate effects. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.061

文献信息

• Metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones: continuous changes in absorption spectra of complexes depending on the Lewis acidity of the metal ion
  作者：Takashi Sekiguchi、Shojiro Maki、Haruki Niwa、Hiroshi Ikeda、Takashi Hirano

  DOI：10.1016/j.tetlet.2003.11.061

  日期：2004.1

  The spectroscopic properties of metal-ion complexes of several imidazopyrazinone derivatives with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ ions were studied. The spectral characteristics and the formation constants of the complexes changed continuously depending on the Lewis acidity of the metal ion, suggesting that the imidazopyrazinones can find application as indicators of Lewis acidity. In the case of bis-imidazopyrazinone derivatives, the complexation abilities were enhanced by chelate effects. (C) 2003 Elsevier Ltd. All rights reserved.
• Colorimetric and fluorometric sensing of the Lewis acidity of a metal ion by metal-ion complexation of imidazo[1,2-a]pyrazin-3(7H)-ones
  作者：Takashi Hirano、Takashi Sekiguchi、Daisuke Hashizume、Hiroshi Ikeda、Shojiro Maki、Haruki Niwa

  DOI：10.1016/j.tet.2010.03.043

  日期：2010.5

  Metal-ion complexation of 7-benzylimidazo[1,2-a]pyrazin-3(7H)-one derivative (2) with Li+, Mg2+, Ca2+, Ba2+, Sc3+, and La3+ in acetonitrile resulted in successive modulations of its UV/vis absorption and fluorescence spectroscopic properties. This result indicates that 2 can be used as a calorimetric and fluorometric sensor of the Lewis acidity of a metal ion in aprotic solutions. The hypothesis that the metal-ion complex has a O10(imidazopyrazinone)-metal ion bond was supported by X-ray crystallographic analysis and quantum chemical calculations for a Li+ complex of 7-methylimidazo[1,2-a]pyrazin-3(7H)-one derivative (1). (C) 2010 Elsevier Ltd. All rights reserved.