N-benzoyl-1-(5'-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl)cytidine | 87418-92-6

• 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: N-benzoyl-1-(5'-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl)cytidine
• CAS: 87418-92-6
• 化学式: C₂₂H₃₁N₃O₆Si
• 分子量: 461.59
• InChiKey: CXSIUDLYCLLBGH-PHXBYCTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  122.91
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-benzoyl-1-(5'-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl)cytidine 在 吡啶 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl)cytidine
  参考文献：
  名称：

  Synthesis and Cytotoxic Activity of Two Novel 1-Dodecylthio-2-decyloxypropyl-3-phosphatidic Acid Conjugates with Gemcitabine and Cytosine Arabinoside

  摘要：

  Cytosine arabinoside (ara-C) and gemcitabine (dFdC) are two standard chemotherapy drugs used in the treatment of patients with various cancers. To alter the pharmacokinetic and pharmacodynamic properties of these molecules, we conjugated a synthetic phospholipid to both ara-C and dFdC and investigated their chemotherapeutic potential. The dFdC conjugate had greater cytotoxic activity compared with the ara-C conjugate and demonstrated notable cytotoxicity against all human cell lines tested.

  DOI：

  10.1021/jm020571x
• 作为产物：
  描述：

  阿糖胞苷 在 咪唑 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 76.0h， 生成 N-benzoyl-1-(5'-O-(tert-butyldimethylsilyl)-β-D-arabinofuranosyl)cytidine
  参考文献：
  名称：

  Synthesis and Cytotoxic Activity of Two Novel 1-Dodecylthio-2-decyloxypropyl-3-phosphatidic Acid Conjugates with Gemcitabine and Cytosine Arabinoside

  摘要：

  Cytosine arabinoside (ara-C) and gemcitabine (dFdC) are two standard chemotherapy drugs used in the treatment of patients with various cancers. To alter the pharmacokinetic and pharmacodynamic properties of these molecules, we conjugated a synthetic phospholipid to both ara-C and dFdC and investigated their chemotherapeutic potential. The dFdC conjugate had greater cytotoxic activity compared with the ara-C conjugate and demonstrated notable cytotoxicity against all human cell lines tested.

  DOI：

  10.1021/jm020571x