N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl)cytidine | 332863-97-5

• 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: N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl)cytidine
• 英文别名: [(2R,3R,4S,5R)-4-acetyloxy-5-(4-benzamido-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate
• CAS: 332863-97-5
• 化学式: C₂₀H₂₁N₃O₈
• 分子量: 431.402
• InChiKey: RVGDTMFOAOSEIK-VYCZESIESA-N

物化性质

• 熔点：
  175-178 °C
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-benzoyl-1-(2',3'-di-O-acetyl-β-D-arabinofuranosyl)cytidine 在 吡啶 、 甲醇 、 2,4,6-三异丙基苯磺酰氯 、 氨 作用下， 反应 48.0h， 生成 (β-D-arabinofuranosyl-5'-monophosphate-1-dodecylthio-2-decyloxypropyl)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 吡啶 、 咪唑 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 102.0h， 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

文献信息

• Bisphosphonate conjugates and methods of making and using the same
  申请人：Dixon H.B.F.

  公开号：US20050026864A1

  公开（公告）日：2005-02-03

  The present invention provides novel bisphosphonate conjugates, pharmaceutical compositions comprising bisphosphonate conjugates and methods of using such analogs in the treatment of bone cancer, bone-related diseases and diseases of the soft tissues surrounding bones.

  本发明提供了新型双膦酸酯共轭物，包括双膦酸酯共轭物的制药组合物以及使用这种类似物治疗骨癌，与骨有关的疾病和骨周软组织疾病的方法。
• Bone Targeted Therapeutics and Methods of Making and Using the Same
  申请人：Karpeisky Alexander

  公开号：US20090227544A1

  公开（公告）日：2009-09-10

  The present invention provides novel bisphosphonate conjugates, pharmaceutical compositions comprising bisphosphonate conjugates and methods of using such analogs in the treatment of bone cancer, bone-related diseases, bone infection, bone inflammation, and diseases of the soft tissues surrounding bones.
• US7598246B2
  申请人：——

  公开号：US7598246B2

  公开（公告）日：2009-10-06
• US8586781B2
  申请人：——

  公开号：US8586781B2

  公开（公告）日：2013-11-19
• US9216204B2
  申请人：——

  公开号：US9216204B2

  公开（公告）日：2015-12-22