S-(2-aminoethyl) O-(((2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl) carbonothioate | 907998-30-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: S-(2-aminoethyl) O-(((2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl) carbonothioate
• CAS: 907998-30-5
• 化学式: C₁₃H₁₈N₆O₅S
• 分子量: 370.389
• InChiKey: WFMODDLOZQYBAG-IVZWLZJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  165.17
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  、 S-(2-aminoethyl) O-(((2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl) carbonothioate 以 N,N-二甲基甲酰胺 为溶剂， 以51%的产率得到[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methyl 2-[[(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxycarbonylamino]ethylsulfanylformate
  参考文献：
  名称：

  HOMO AND HETERODIMERS OF DDI, D4T AND AZT: INFLUENCE OF (5′-5′) THIOLCABONATE-CARBAMATE LINKAGE ON ANTI-HIV ACTIVITY

  摘要：

  New homo and heterodimers of ddI, d4T and AZT with (5'-5') thiolcarbonate-carbamate linkages have been prepared with the aim of testing them against wild type and NNRTI resistant HIV mutants. The prepared dimers showed a low activity in comparison to the parent drug.

  DOI：

  10.1081/ncn-200061793
• 作为产物：
  描述：

  齐多夫定 在 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 S-(2-aminoethyl) O-(((2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl) carbonothioate
  参考文献：
  名称：

  HOMO AND HETERODIMERS OF DDI, D4T AND AZT: INFLUENCE OF (5′-5′) THIOLCABONATE-CARBAMATE LINKAGE ON ANTI-HIV ACTIVITY

  摘要：

  New homo and heterodimers of ddI, d4T and AZT with (5'-5') thiolcarbonate-carbamate linkages have been prepared with the aim of testing them against wild type and NNRTI resistant HIV mutants. The prepared dimers showed a low activity in comparison to the parent drug.

  DOI：

  10.1081/ncn-200061793