1,3-二甲基-5-(2,5-二羟基苯基)-6-氨基尿嘧啶 | 78790-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 中文名称: 1,3-二甲基-5-(2,5-二羟基苯基)-6-氨基尿嘧啶
• 英文名称: 1,3-dimethyl-5-(2,5-dihydroxyphenyl)-6-aminouracil
• 英文别名: 6-amino-5-(2,5-dihydroxyphenyl)-1,3-dimethyluracil；6-Amino-5-(2,5-dihydroxyphenyl)-1,3-dimethylpyrimidine-2,4-dione
• CAS: 78790-67-7
• 化学式: C₁₂H₁₃N₃O₄
• 分子量: 263.253
• InChiKey: JZEAFMYULMFIIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  107
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 对苯二酚 以 aq. phosphate buffer 为溶剂， 以96%的产率得到1,3-二甲基-5-(2,5-二羟基苯基)-6-氨基尿嘧啶
  参考文献：
  名称：

  一些6-氨基-5-对苯二酚-1,3-二甲基尿嘧啶衍生物的电化学合成：一种绿色、简单、高效的策略

  摘要：

  In order to synthesize some of new 6-amino-5-hydroquinone-1,3-dimethyluracil derivatives, the electrochemical oxidation of hydroquinones (1a-c) was carried out in the presence of 6-amino-1,3-dimethyluracil as a nucleophile in an aqueous phosphate buffer solution. The results show that electrogenerated p-benzoquinone moieties (1a'-c') participate in the reaction with 6-amino-1,3dimethyluracil via the EC mechanism to form the corresponding uracil derivatives (3a-c). The electrosynthesis of these compounds (3a-c) was performed successfully in an aqueous solution at carbon rod electrodes, without using any toxic reagents, catalyst or solvents and the products were finally produced in high yield and purity. The proposed method has a novel viewpoint in the synthesis of potential anticancer/antiviral uracil-base drugs. (C) 2016 The Electrochemical Society.

  DOI：

  10.1149/2.0321702jes

文献信息

• Extension of the Nenitzescu reaction to a cyclic enamino ketone. One-step synthesis of 6-hydroxy-9H-pyrimido[4,5-b]indole-2,4-dione
  作者：Jean Luc Bernier、Jean Pierre Henichart

  DOI：10.1021/jo00334a018

  日期：1981.10
• BERNIER, J. -L.;HENICHART, J. -P., J. ORG. CHEM., 1981, 46, N 21, 4197-4198
  作者：BERNIER, J. -L.、HENICHART, J. -P.

  DOI：——

  日期：——