1-((2-羟乙氧基)甲基)嘧啶-2,4,6(1H,3H,5H)-三酮 | 152099-78-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1-((2-羟乙氧基)甲基)嘧啶-2,4,6(1H,3H,5H)-三酮
• 中文别名: 1-[(2-羟基乙氧基)甲基]-2,4,6(1H,3H,5H)-嘧啶三酮
• 英文名称: 1-<(2-hydroxyethoxy)methyl>barbituric acid
• 英文别名: 1-[(2-hydroxyethoxy)methyl]barbituric acid；1-(2-Hydroxyethoxy)methyl-5-barbituric acid；1-(2-hydroxyethoxymethyl)-1,3-diazinane-2,4,6-trione
• CAS: 152099-78-0
• 化学式: C₇H₁₀N₂O₅
• 分子量: 202.167
• InChiKey: KCASDCVHEBGSEO-UHFFFAOYSA-N

物化性质

• 熔点：
  147-148℃
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-甲基吲哚-3-甲醛 、 1-((2-羟乙氧基)甲基)嘧啶-2,4,6(1H,3H,5H)-三酮 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以74%的产率得到1-(2-hydroxyethoxymethyl)-5-[(2-methyl-1H-indol-3-yl)methylidene]-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Azines and Azoles: CXX. Synthesis of Acyclic Analogs of N¹-Ribosides of Barbituric Acid and Its 5-ylidene Derivatives

  摘要：

  The reaction of 2,4,6-tris(trimethylsiloxy)pyrimidine with 2-oxabutane-1,4-diyl diacetate in methylene chloride in methylene chloride in the presence of SnCl4 proceeds regioselectively to form 1-[(2-acetoxyethoxy)methyl]barbituric acid. The latter is readily deacetylated to a free acyclic analog of N-ribosides of barbituric acid. 1[(2-Acetoxy- and 2-hydroxyethoxy)methyl]barbituric acids easily react with aromatic and heterocyclic aldehydes in water and organic solvents, forming 5-ylidenebarbituric acids. The structure of the products was proved by H-1 NMR and UV spectroscopy. Certain of the products exhibit a moderate antimicrobial and antiviral activity.

  DOI：

  10.1023/b:rugc.0000025513.88248.94
• 作为产物：
  描述：

  1-<(2-acetoxyethoxy)methyl>barbituric acid 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以88%的产率得到1-((2-羟乙氧基)甲基)嘧啶-2,4,6(1H,3H,5H)-三酮
  参考文献：
  名称：

  Azines and Azoles: CXX. Synthesis of Acyclic Analogs of N¹-Ribosides of Barbituric Acid and Its 5-ylidene Derivatives

  摘要：

  The reaction of 2,4,6-tris(trimethylsiloxy)pyrimidine with 2-oxabutane-1,4-diyl diacetate in methylene chloride in methylene chloride in the presence of SnCl4 proceeds regioselectively to form 1-[(2-acetoxyethoxy)methyl]barbituric acid. The latter is readily deacetylated to a free acyclic analog of N-ribosides of barbituric acid. 1[(2-Acetoxy- and 2-hydroxyethoxy)methyl]barbituric acids easily react with aromatic and heterocyclic aldehydes in water and organic solvents, forming 5-ylidenebarbituric acids. The structure of the products was proved by H-1 NMR and UV spectroscopy. Certain of the products exhibit a moderate antimicrobial and antiviral activity.

  DOI：

  10.1023/b:rugc.0000025513.88248.94

文献信息

• Tzeng, Cherng-Chyi; Panzica, Raymond P.; Naguib, Fardos N.M., Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1399 - 1404
  作者：Tzeng, Cherng-Chyi、Panzica, Raymond P.、Naguib, Fardos N.M.、Kouni, Mahmoud H. el

  DOI：——

  日期：——
• 5-BENZYL BARBITURATE DERIVATIVES
  申请人：BROWN UNIVERSITY RESEARCH FOUNDATION

  公开号：EP0526537B1

  公开（公告）日：1995-07-12
• US5141943A
  申请人：——

  公开号：US5141943A

  公开（公告）日：1992-08-25