2-(3-allyl-2-hydroxy-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester | 69359-94-0

• 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-(3-allyl-2-hydroxy-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester
• 英文别名: ethyl 2-(2-hydroxy-3-prop-2-enylphenyl)-6-oxo-1H-pyrimidine-5-carboxylate
• CAS: 69359-94-0
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 300.314
• InChiKey: PHPWYVJBWBJYSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  88
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-allyl-2-hydroxy-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 2-(2-methyl-2,3-dihydro-benzofuran-7-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Antiallergy agents. 1. 1,6-Dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters

  摘要：

  The synthesis of some 1,6-dihydro-6-oxo-2-phenylpyrimidine-5-carboxylic acids and esters with potent oral and intravenous antiallergic activity against passive cutaneous anaphylaxis in the rat is described. Requirements for high activity include a free NH group in the pyrimidinone nucleus and a small to medium size ortho alkoxy or alkenyloxy group on the phenyl ring. It is suggested that in the case of the highly active compounds hydrogen bonding occurs between a nitrogen of the pyrimidine ring and the ethereal oxygen. The nature of this bonding and its possible contribution to an optimum configuration for the molecules is discussed.

  DOI：

  10.1021/jm00189a009
• 作为产物：
  描述：

  2-(2-allyloxy-phenyl)-6-oxo-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester 以67%的产率得到
  参考文献：
  名称：

  JUBY P. F.; HUDYMA T. W.; BROWN M.; ESSERY J. M.; PARTYKA R. A., J. MED. CHEM., 1979, 22, NO 3, 263-269

  摘要：

  DOI：