1-[1-(1,3-dihydroxyisopropoxy)-2-hydroxyethyl]thymine | 138239-65-3

• 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: 1-[1-(1,3-dihydroxyisopropoxy)-2-hydroxyethyl]thymine
• 英文别名: 1-[(1R)-2-hydroxy-1-[2-hydroxy-1-(hydroxymethyl)ethoxy]ethyl]-5-methyl-pyrimidine-2,4-dione；1-[(1R)-1-(1,3-dihydroxypropan-2-yloxy)-2-hydroxyethyl]-5-methylpyrimidine-2,4-dione
• CAS: 138239-65-3
• 化学式: C₁₀H₁₆N₂O₆
• 分子量: 260.247
• InChiKey: YEDHQJNTDHHDTR-MRVPVSSYSA-N

物化性质

• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  119
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[1-(1,3-dihydroxyisopropoxy)-2-hydroxyethyl]thymine 在 吡啶 、 氯化亚砜 作用下， 反应 72.0h， 以60.4%的产率得到1-[1-(1,3-dichloroisopropoxy)-2-chloroethyl]thymine
  参考文献：
  名称：

  New Acyclonucleosides: Synthesis and Anti-HIV Activity

  摘要：

  The synthesis of new acyclic nucleosides is described. These syntheses were accomplished by various methods: glycosylation, selective or total deprotection, oxidation/reduction, chlorination or azidation of hydroxyl groups. The compounds were characterized with NMR, mass and IR spectroscopy. Antiviral properties of these compounds were evaluated on HIV-1 infected cell lines.

  DOI：

  10.1081/ncn-200067423
• 作为产物：
  描述：

  5-甲基尿甙 在 resin-bound borohydride 、 resin-bound periodate 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以64.6%的产率得到1-[1-(1,3-dihydroxyisopropoxy)-2-hydroxyethyl]thymine
  参考文献：
  名称：

  New Acyclonucleosides: Synthesis and Anti-HIV Activity

  摘要：

  The synthesis of new acyclic nucleosides is described. These syntheses were accomplished by various methods: glycosylation, selective or total deprotection, oxidation/reduction, chlorination or azidation of hydroxyl groups. The compounds were characterized with NMR, mass and IR spectroscopy. Antiviral properties of these compounds were evaluated on HIV-1 infected cell lines.

  DOI：

  10.1081/ncn-200067423

文献信息

• New Acyclonucleosides: Synthesis and Anti-HIV Activity
  作者：Amel Hadj-Bouazza、Rachida Zerrouki、Pierre Krausz、Géraldine Laumond、Anne Marie Aubertin、Yves Champavier

  DOI：10.1081/ncn-200067423

  日期：2005.7.1

  The synthesis of new acyclic nucleosides is described. These syntheses were accomplished by various methods: glycosylation, selective or total deprotection, oxidation/reduction, chlorination or azidation of hydroxyl groups. The compounds were characterized with NMR, mass and IR spectroscopy. Antiviral properties of these compounds were evaluated on HIV-1 infected cell lines.