5-((2-methoxyphenylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione | 413611-14-0

• 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: 5-((2-methoxyphenylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 5-[(2-methoxyanilino)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• CAS: 413611-14-0
• 化学式: C₁₄H₁₅N₃O₄
• 分子量: 289.291
• InChiKey: WQOILTGKQWQNPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  78.95
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  邻甲氧基苯胺 、 6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 以 甲醇 为溶剂， 以81%的产率得到5-((2-methoxyphenylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Synthesis of highly functionalized barbituric acids and study of their interactions with p-glycoprotein and Mg2+ – Potential candidates for multi drug resistance modulation

  摘要：

  A number of barbituric acids with appropriate substituent at C-5 position were synthesized and investigated for their interactions with p-gp and Mg2+. Compounds 5, 6, 8-10, 12-14 and 16 increased the basal activity of p-gp by more than 50% at 0.05 mu M concentration. Molecular docking indicate a number of H-bond interactions between these molecules and the amino acid residues of ATP binding site of p-gp. These molecules also showed appreciable interactions with Mg2+, an important component of efflux pump. All the results of these investigations favor the suitability of barbituric acids toward MDR modulation. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.033