1-(2-甲氧基苯基)-2,4,6(1H,3H,5H)-嘧啶三酮 | 16348-07-5

• 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-甲氧基苯基)-2,4,6(1H,3H,5H)-嘧啶三酮
• 中文别名: 1-(2-甲氧基苯基)嘧啶-2,4,6(1H,3H,5H)-三酮
• 英文名称: 1-(2-Methoxy-phenyl)-barbitursaeure
• 英文别名: 1-(2-methoxy-phenyl)-pyrimidine-2,4,6-trione；1-(2-Methoxyphenyl)pyrimidine-2,4,6(1H,3H,5H)-trione；1-(2-methoxyphenyl)-1,3-diazinane-2,4,6-trione
• CAS: 16348-07-5
• 化学式: C₁₁H₁₀N₂O₄
• mdl: MFCD00552551
• 分子量: 234.211
• InChiKey: PEYOYDLJJVRUQB-UHFFFAOYSA-N

物化性质

• 熔点：
  253 °C
• 密度：
  1.367±0.06 g/cm3(Predicted)
• 溶解度：
  >35.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933540000

反应信息

• 作为反应物：
  描述：

  1-(2-甲氧基苯基)-2,4,6(1H,3H,5H)-嘧啶三酮 在 溴 作用下， 以74%的产率得到5,5-dibromo-1-o-anisylbarbituric acid
  参考文献：
  名称：

  Synthesis of Novel Galactopyranosyl‐Derived Spiro Barbiturates

  摘要：

  Malonic acid undergoes condensation readily with ureas to yield barbituric acids 2, which on bromination give 5,5-dibromobarbituric acids 3. Reaction of alpha-D-galactose with these 5,5-dibromo barbituric acids afforded 2,3-alpha-D-galactopyrano-1,4-dioxo-7,9-diaza-spiro[4,5]deca-6,8,10-triones 4. The structures of the products have been assigned on the basis of H-1 NMR, C-13 NMR, FAB-MS, optical activity, and elemental analysis. The title compounds are found to have antibacterial and antifungal activities.

  DOI：

  10.1080/07328300601039328
• 作为产物：
  描述：

  丙二酸 、 邻甲氧基苯基脲 在 乙酸酐 、 溶剂黄146 作用下， 以41%的产率得到1-(2-甲氧基苯基)-2,4,6(1H,3H,5H)-嘧啶三酮
  参考文献：
  名称：

  Synthesis of Novel Galactopyranosyl‐Derived Spiro Barbiturates

  摘要：

  Malonic acid undergoes condensation readily with ureas to yield barbituric acids 2, which on bromination give 5,5-dibromobarbituric acids 3. Reaction of alpha-D-galactose with these 5,5-dibromo barbituric acids afforded 2,3-alpha-D-galactopyrano-1,4-dioxo-7,9-diaza-spiro[4,5]deca-6,8,10-triones 4. The structures of the products have been assigned on the basis of H-1 NMR, C-13 NMR, FAB-MS, optical activity, and elemental analysis. The title compounds are found to have antibacterial and antifungal activities.

  DOI：

  10.1080/07328300601039328

文献信息

• A facile synthesis of some new pyrimidine-2,4,6-triones analogs and their O-β-D-glucosides P-glycoprotein and antioxidant, antimicrobial study, blood–brain barrier, cytochrome p450 enzyme activity prediction
  作者：Kishor M. Hatzade、Ajay M. Ghatole、Pravin K. Gaidhane、Mahesh K. Gaidhane、Gunwant P. Gadekar

  DOI：10.1007/s00044-020-02649-7

  日期：2021.1

  -chromen-4-one 1 has resulted in the formation of new 5-[(7-hydroxy-4-oxo-4 H -chromen-3-yl)methylene]-1,3-disubstitutedpyrimidine-2, 4, 6 (1 H , 2 H , 3 H )-triones 3a – g . These compounds have used for the synthesis of medicinally important 5-[(7- o - β - d -glucopyranosyloxy-4-oxo-4 H -chromen-3-yl)methylene]-1,3-disubstitutedpyrimidine-2,4,6(1 H ,2 H ,3 H )-triones 6a – g using α-acetobromoglucose (ACBG) as

  3-formyl-4 H -chromen-4-one 1 将几个 1,3-di取代pyrimidine-2,4,6(1 H ,2 H ,3 H )-triones 2a – g 缩合形成新的 5-[(7-hydroxy-4-oxo-4 H -chromen-3-yl)methylene]-1,3-di取代pyrimidine-2, 4, 6 (1 H , 2 H , 3 H )-triones 3a – G 。这些化合物已用于合成医学上重要的 5-[(7-o-β-d-吡喃葡萄糖基氧基-4-oxo-4 H -chromen-3-yl)methylene]-1,3-di取代pyrimidine-2,4, 6(1 H ,2 H ,3 H )-triones 6a – g 使用 α-乙酰溴葡萄糖 (ACBG) 作为葡糖基化剂，在十二烷基三甲基溴化铵 (DTMAB) 作为相转移催化剂的情况下。产物结构经
• MISRA V. S.; SRIVASTAVA NEERU; VERMA H. N.; ABID ALI KHAN M. M., CURR. SCI., 55,(1986) N 23, 1167-1171
  作者：MISRA V. S.、 SRIVASTAVA NEERU、 VERMA H. N.、 ABID ALI KHAN M. M.

  DOI：——

  日期：——
• Synthesis of Novel Galactopyranosyl‐Derived Spiro Barbiturates
  作者：V. N. Ingle、P. K. Gaidhane、S. S. Dutta、P. P. Naha、M. S. Sengupta

  DOI：10.1080/07328300601039328

  日期：2006.12.1

  Malonic acid undergoes condensation readily with ureas to yield barbituric acids 2, which on bromination give 5,5-dibromobarbituric acids 3. Reaction of alpha-D-galactose with these 5,5-dibromo barbituric acids afforded 2,3-alpha-D-galactopyrano-1,4-dioxo-7,9-diaza-spiro[4,5]deca-6,8,10-triones 4. The structures of the products have been assigned on the basis of H-1 NMR, C-13 NMR, FAB-MS, optical activity, and elemental analysis. The title compounds are found to have antibacterial and antifungal activities.