6-amino-5-(3,4-dihydroxyphenyl)pyrimidine-2,4(1H,3H)-dione | 1009598-96-2

• 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: 6-amino-5-(3,4-dihydroxyphenyl)pyrimidine-2,4(1H,3H)-dione
• 英文别名: 4-amino-5-(3',4'-dihydroxyphenyl)-2,6-pyrimidindione；4-Amino-5-(3',4'-dihydroxyphenyl)-2,6-pyrimidindione；6-amino-5-(3,4-dihydroxyphenyl)-1H-pyrimidine-2,4-dione
• CAS: 1009598-96-2
• 化学式: C₁₀H₉N₃O₄
• 分子量: 235.199
• InChiKey: PDQYPXCDBRXFJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  125
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-(3',4'-dimethoxyphenyl)-2-cyanoethanoate 在 氢溴酸 、 sodium ethanolate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 26.08h， 生成 6-amino-5-(3,4-dihydroxyphenyl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Syntheses and electrochemical properties of novel aminopyrimidinone derivatives as a new class of abasic-site binders

  摘要：

  我们描述了新型氨基嘧啶酮衍生物的合成和电化学性质：2-氨基-4-(3′,4′-二甲氧基苯基)-6-嘧啶酮、2-氨基-4-(3′,4′-二羟基苯基)-6-嘧啶酮、2,4-二氨基-5-(3′,4′-二甲氧基苯基)-6-嘧啶酮、2,4-二氨基-5-(3′,4′-二羟基苯基)-6-嘧啶酮和4-氨基-5-(3′,4′-二羟基苯

  DOI：

  10.1007/s11164-012-0641-7

文献信息

• Electrochemical synthesis of 6-amino-5-(3,4-dihydroxyphenyl) pyrimidine
  作者：Saied Saeed Hosseiny Davarani、Neda Sheijooni Fumani、Hamid Arvin-Nezhad、Farzaneh Moradi

  DOI：10.1016/j.tetlet.2007.11.134

  日期：2008.1

  Electrochemical oxidation of several catechols is studied in the presence of 4(6)-aminouracil (3a) and 6-amino-1,3-dimethyl uracil (3b) as nucleophiles in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results reveal that quinones derived from catechols participate in Michael additions with 3a and 3b to give the corresponding catecholamine derivatives via an electron transfer followed by chemical reaction (EC) mechanistic pathway in good yields and purities. (c) 2007 Published by Elsevier Ltd.
• Syntheses and electrochemical properties of novel aminopyrimidinone derivatives as a new class of abasic-site binders
  作者：Junya Chiba、Yasuhiro Doi、Masahiko Inouye

  DOI：10.1007/s11164-012-0641-7

  日期：2013.1

  We describe syntheses and electrochemical properties of a new class of aminopyrimidinone derivatives: 2-amino-4-(3′,4′-dimethoxyphenyl)-6-pyrimidinone, 2-amino-4-(3′,4′-dihydroxyphenyl)-6-pyrimidinone, 2,4-diamino-5-(3′,4′-dimethoxyphenyl)-6-pyrimidinone, 2,4-diamino-5-(3′,4′-dihydroxyphenyl)-6-pyrimidinone, and 4-amino-5-(3′,4′-dihydroxyphenyl)-2,6-pyrimidinione, three of which possess a catechol unit as an oxidation-active moiety for developing electrochemically detectable abasic-site binders. These compounds were synthesized via a pyrimidine-ring forming reaction with guanidine. Cyclic voltammetry measurements revealed that the catechol-bearing derivatives showed oxidation potentials lower than that of DNA, indicating that they satisfied the requirements for the purpose.

  我们描述了新型氨基嘧啶酮衍生物的合成和电化学性质：2-氨基-4-(3′,4′-二甲氧基苯基)-6-嘧啶酮、2-氨基-4-(3′,4′-二羟基苯基)-6-嘧啶酮、2,4-二氨基-5-(3′,4′-二甲氧基苯基)-6-嘧啶酮、2,4-二氨基-5-(3′,4′-二羟基苯基)-6-嘧啶酮和4-氨基-5-(3′,4′-二羟基苯