1-ethyl-4-(4-methoxyphenyl)-6-methyl-2(1H)-pyrimidone | 1318072-01-3

• 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: 1-ethyl-4-(4-methoxyphenyl)-6-methyl-2(1H)-pyrimidone
• 英文别名: 1-Ethyl-4-(4-methoxyphenyl)-6-methylpyrimidin-2-one；1-ethyl-4-(4-methoxyphenyl)-6-methylpyrimidin-2-one
• CAS: 1318072-01-3
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: WKRSKDIMAIVYEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ethyl-4-(4-methoxyphenyl)-6-methyl-2(1H)-pyrimidone 、 三氟乙酸 以 二氯甲烷 为溶剂， 生成 C₂HF₃O₂*C₁₄H₁₆N₂O₂
  参考文献：
  名称：

  Highly Chromic, Proton-Responsive Phenyl Pyrimidones

  摘要：

  Aryl pyrimidones are pharmacologically relevant compounds whose optical properties have only been partially explored. We report the synthesis and optical characterization of a series of aryl- and diaryl-2(1H)-pyrimidones. The electronic transitions of these chromophores are modulated by the extent of conjugation between the pendant phenyl ring and the pyrimidone core as well as the presence of electron-donating auxochromes. Monoprotonation of the pyrimidone ring results in large hyperchromic and bathochromic shifts as well as switching of fluorescence making these phenyl pyrimidones of interest as sensory materials.

  DOI：

  10.1021/ol2014945
• 作为产物：
  描述：

  Cytochrome鎐frompigeonbreastmuscle 、 1-(对甲氧基苯基)-1,3-丁二酮 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 以19%的产率得到1-ethyl-4-(4-methoxyphenyl)-6-methyl-2(1H)-pyrimidone
  参考文献：
  名称：

  Highly Chromic, Proton-Responsive Phenyl Pyrimidones

  摘要：

  Aryl pyrimidones are pharmacologically relevant compounds whose optical properties have only been partially explored. We report the synthesis and optical characterization of a series of aryl- and diaryl-2(1H)-pyrimidones. The electronic transitions of these chromophores are modulated by the extent of conjugation between the pendant phenyl ring and the pyrimidone core as well as the presence of electron-donating auxochromes. Monoprotonation of the pyrimidone ring results in large hyperchromic and bathochromic shifts as well as switching of fluorescence making these phenyl pyrimidones of interest as sensory materials.

  DOI：

  10.1021/ol2014945

文献信息

• Highly Chromic, Proton-Responsive Phenyl Pyrimidones
  作者：Jyothi Dhuguru、Chirag Gheewala、N. S. Saleesh Kumar、James N. Wilson

  DOI：10.1021/ol2014945

  日期：2011.8.19

  Aryl pyrimidones are pharmacologically relevant compounds whose optical properties have only been partially explored. We report the synthesis and optical characterization of a series of aryl- and diaryl-2(1H)-pyrimidones. The electronic transitions of these chromophores are modulated by the extent of conjugation between the pendant phenyl ring and the pyrimidone core as well as the presence of electron-donating auxochromes. Monoprotonation of the pyrimidone ring results in large hyperchromic and bathochromic shifts as well as switching of fluorescence making these phenyl pyrimidones of interest as sensory materials.