N-butyl-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide | 1099823-21-8

• 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: N-butyl-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
• 英文别名: N-butyl-1-methyl-5-uracilcarboxamide；N-butyl-1-methyl-2,4-dioxopyrimidine-5-carboxamide
• CAS: 1099823-21-8
• 化学式: C₁₀H₁₅N₃O₃
• 分子量: 225.247
• InChiKey: WFPKUBDLTAWSQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-methyl-2,4-dioxopyrimidine-5-carbonyl chloride 、 正丁胺 在 吡啶 作用下， 反应 2.0h， 以157 mg的产率得到N-butyl-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide
  参考文献：
  名称：

  New Uracil Dimers Showing Erythroid Differentiation Inducing Activities

  摘要：

  The synthesis of C5 linked uracil dimers was carried out according to a model developed in order to bind adenine in DNA. NI-Alkylated uracil derivatives were synthesized from isoorotic acid (uracil-5-carboxylic acid) or thymine. The carboxylic acid derivatives were condensed with diamines in order to produce dimeric compounds or with monoamines in order to obtain reference monomeric compounds. Some of the derivatives, in particular the uracil dimers, showed antiproliferative and erythroid differentiation induction properties towards human chronic myelogenous leukemia K562 cells, thus indicating that these compounds could represent a new class of drugs useful for the development of antitumor therapy based on the ability to induce terminal differentiation.

  DOI：

  10.1021/jm800982q