N-[(uracil-5-yl)methyl]urea | 89533-46-0

• 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-[(uracil-5-yl)methyl]urea
• 英文别名: (2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl)-urea；<2,4-Dioxo-1,2,3,4-tetrahydro-pyrimidinyl-(5)-methyl>-harnstoff；(2,4-dioxo-1H-pyrimidin-5-yl)methylurea
• CAS: 89533-46-0
• 化学式: C₆H₈N₄O₃
• 分子量: 184.155
• InChiKey: YGZZLTJUEICGLR-UHFFFAOYSA-N

物化性质

• 密度：
  1.416±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-羟甲基脲嘧啶 、 尿素 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 以82%的产率得到N-[(uracil-5-yl)methyl]urea
  参考文献：
  名称：

  Phosphate-Triggered Self-Assembly ofN-[(Uracil-5-yl)methyl]urea: A Minimalistic Urea-Derived Hydrogelator

  摘要：

  AbstractN‐[(Uracil‐5‐yl)methyl]urea is reported as a minimalistic low‐molecular‐weight hydrogelator (LMWHG). The unusual phosphate‐induced assembly of this compound has been thoroughly investigated by IR, UV/Vis, and NMR spectroscopy, electron microscopy, and rheological experiments. This rare example of an anion‐triggered urea‐based LMWHG is the first example of a pyrimidine‐ and urea‐containing molecule that can be forced into self‐assembly in aqueous solution without additional aromatic or lipophilic groups. The gelator/phosphate ratio within the hydrogel was successfully determined by 31P MAS NMR spectroscopy. The hydrogel exhibits a very fast and repeatable self‐healing property, and remarkable G′ values. The viscoelastic properties of the hydrogel can easily be tuned by variation of the phosphate ratio.

  DOI：

  10.1002/chem.201402916

文献信息

• Phosphate-Triggered Self-Assembly of<i>N</i>-[(Uracil-5-yl)methyl]urea: A Minimalistic Urea-Derived Hydrogelator
  作者：Alexander J. Kleinsmann、Nicole M. Weckenmann、Boris J. Nachtsheim

  DOI：10.1002/chem.201402916

  日期：2014.7.28

  AbstractN‐[(Uracil‐5‐yl)methyl]urea is reported as a minimalistic low‐molecular‐weight hydrogelator (LMWHG). The unusual phosphate‐induced assembly of this compound has been thoroughly investigated by IR, UV/Vis, and NMR spectroscopy, electron microscopy, and rheological experiments. This rare example of an anion‐triggered urea‐based LMWHG is the first example of a pyrimidine‐ and urea‐containing molecule that can be forced into self‐assembly in aqueous solution without additional aromatic or lipophilic groups. The gelator/phosphate ratio within the hydrogel was successfully determined by 31P MAS NMR spectroscopy. The hydrogel exhibits a very fast and repeatable self‐healing property, and remarkable G′ values. The viscoelastic properties of the hydrogel can easily be tuned by variation of the phosphate ratio.