5-(p-anisoylethynyl)-1-[(2-hydroxyethoxy)methyl]uracil

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(p-anisoylethynyl)-1-[(2-hydroxyethoxy)methyl]uracil
• 英文别名: 1-(2-Hydroxyethoxymethyl)-5-[3-(4-methoxyphenyl)-3-oxoprop-1-ynyl]pyrimidine-2,4-dione
• 化学式: C₁₇H₁₆N₂O₆
• 分子量: 344.324
• InChiKey: NIFMPELJOFSICS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1'-羟基-2',3'-去氢草蒿脑 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium methylate 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 5-(p-anisoylethynyl)-1-[(2-hydroxyethoxy)methyl]uracil
  参考文献：
  名称：

  Unusual cytotoxicities of 5-(acylethynyl)-1-(2-hydroxyethoxy)methyluracils

  摘要：

  5-(Acylethynyl)-1-(2-hydroxyethoxy)methyl uracils (2)-(6) were synthesised in excellent yields from 1-(2-acetoxyethoxy)methyl-5-iodouracil (7) utilising palladium-copper catalysed reactions. Compounds (2)-(5) were shown to be highly active against CCRF-CEM (IC50 0.6-1.6 mu M) and L1210/0 cells (IC50 0.7-2.2 mu M) in culture, and thus exhibit greater activity than their parent bases. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00256-9

文献信息

• Unusual cytotoxicities of 5-(acylethynyl)-1-(2-hydroxyethoxy)methyluracils
  作者：Nitya G. Kundu、Jyan S. Mahanty、C.Paul Spears

  DOI：10.1016/s0960-894x(96)00256-9

  日期：1996.7

  5-(Acylethynyl)-1-(2-hydroxyethoxy)methyl uracils (2)-(6) were synthesised in excellent yields from 1-(2-acetoxyethoxy)methyl-5-iodouracil (7) utilising palladium-copper catalysed reactions. Compounds (2)-(5) were shown to be highly active against CCRF-CEM (IC50 0.6-1.6 mu M) and L1210/0 cells (IC50 0.7-2.2 mu M) in culture, and thus exhibit greater activity than their parent bases. Copyright (C) 1996 Elsevier Science Ltd