1-(2-hydroxy-3-methoxypropyl)-5-(4-nitroimidazol-1-yl)uracil

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-hydroxy-3-methoxypropyl)-5-(4-nitroimidazol-1-yl)uracil
• 英文别名: 1-(2-Hydroxy-3-methoxypropyl)-5-(4-nitroimidazol-1-yl)pyrimidine-2,4-dione
• 化学式: C₁₁H₁₃N₅O₆
• 分子量: 311.254
• InChiKey: MWXHTZLJPGAELH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (甲氧基甲基)环氧乙烷 、 5-(4-nitro-1H-imidazol-1-yl)uracil 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以37%的产率得到1-(2-hydroxy-3-methoxypropyl)-5-(4-nitroimidazol-1-yl)uracil
  参考文献：
  名称：

  SYNTHESIS OF 1-(2-HYDROXY-3-METHOXYPROPYL)URACILS AND THEIR ACTIVITY AGAINST L1210 AND MACROPHAGE RAW 264.7 CELLS

  摘要：

  The title compounds were obtained from appropriate 5-substituted uracil derivatives and 1,2-oxy-3-methoxypropane in the presence of sodium hydride. Under similar conditions 5-iodouracil gave 2-methoxymethyl-2,3-dihydro-oxazolo[3,2-c]pyrimidine-5,7-dione as a result of intramolecular cine type nucleophilic substitution. Cytotoxicity of 1(2-hydroxy-3-methoxypropyl)-5-substituted uracil derivatives against L1210 and macrophage RAW 264.7 cells in vitro was examined.

  DOI：

  10.1081/ncn-120006831

文献信息

• SYNTHESIS OF 1-(2-HYDROXY-3-METHOXYPROPYL)URACILS AND THEIR ACTIVITY AGAINST L1210 AND MACROPHAGE RAW 264.7 CELLS
  作者：Alicja Copik、Jerzy Suwinski、Krzysztof Walczak、Joanna Bronikowska、Zenon Czuba、Wojciech Król

  DOI：10.1081/ncn-120006831

  日期：2002.7

  The title compounds were obtained from appropriate 5-substituted uracil derivatives and 1,2-oxy-3-methoxypropane in the presence of sodium hydride. Under similar conditions 5-iodouracil gave 2-methoxymethyl-2,3-dihydro-oxazolo[3,2-c]pyrimidine-5,7-dione as a result of intramolecular cine type nucleophilic substitution. Cytotoxicity of 1(2-hydroxy-3-methoxypropyl)-5-substituted uracil derivatives against L1210 and macrophage RAW 264.7 cells in vitro was examined.