1-(2'-C-cyano-2',3'-dideoxy-β-D-threo-pentofuranosyl)cytosine | 141208-23-3

• 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: 1-(2'-C-cyano-2',3'-dideoxy-β-D-threo-pentofuranosyl)cytosine
• 英文别名: (2R,3R,5S)-2-(4-amino-2-oxopyrimidin-1-yl)-5-(hydroxymethyl)oxolane-3-carbonitrile
• CAS: 141208-23-3
• 化学式: C₁₀H₁₂N₄O₃
• 分子量: 236.23
• InChiKey: AZLCUIPCKOVFMS-BKPPORCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-2-(4-{[(4-methoxy-phenyl)-diphenyl-methyl]-amino}-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-carbonitrile 在 盐酸 、 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 硫代氯甲酸苯酯 作用下， 以 甲醇 为溶剂， 反应 51.0h， 生成 1-(2'-C-cyano-2',3'-dideoxy-β-D-threo-pentofuranosyl)cytosine
  参考文献：
  名称：

  Synthesis of 2′-C-cyano-2′-deoxy- and 2′-C-cyano-2′,3′-dideoxy-β-d-arabinofuranosyl nucleosides

  摘要：

  A series of 2'-C-cyano-2'-deoxy- and 2'-C-cyano-2',3'-dideoxy arabinofuranosyl nucleosides have been prepared by reaction of the corresponding 2'-ulosyl- and 3'-deoxy-2'-ulosyl nucleosides with sodium cyanide followed by 2'-deoxygenation of the cyanohyrins formed and removal of the protecting groups of the sugar moiety.

  DOI：

  10.1016/s0040-4020(01)88727-5

文献信息

• Polymeric Derivative of Cytidine Metabolic Antagonist
  申请人：Masuda Akira

  公开号：US20090012252A1

  公开（公告）日：2009-01-08

  [PROBLEMS] To provide a derivative of a cytidine metabolic antagonist which can exert a high therapeutic effect at a low dose. [MEANS FOR SOLVING PROBLEMS] A polymeric derivative of a cytidine metabolic antagonist which comprises a polymeric compound having a polyethylene glycol moiety and a polymer moiety having a carboxyl group in a side chain and a cytidine metabolic antagonist, which has such a structure that the carboxyl group in the side chain of the polymeric compound and an amino group in the cytidine metabolic antagonist are bound together to form an amide bond.
• HIGH-MOLECULAR WEIGHT DERIVATIVE OF NUCLEIC ACID ANTIMETABOLITE
  申请人：Yamamoto Keiichiro

  公开号：US20090281300A1

  公开（公告）日：2009-11-12

  [Problems] A derivative of a nucleic acid antimetabolite is demanded which can show a high therapeutic effect at a low dose. [Means For Solving Problems] Disclosed is a high molecular weight derivative of a nucleic acid antimetabolite, which is characterized by comprising a high molecular weight compound comprising a polyethylene glycol moiety and a polymer moiety having a carboxyl group in a side chain and a nucleoside derivative which can act as a nucleic acid antimetabolite, wherein the carboxyl group in the side chain is bound to a hydroxyl group in the nucleoside derivative via an ester bond. Also disclosed is a method for producing the high molecular weight derivative.
• HIGH MOLECULAR WEIGHT DERIVATIVE OF NUCLEIC ACID ANTIMETABOLITE
  申请人：Yamamoto Keiichiro

  公开号：US20100029849A1

  公开（公告）日：2010-02-04

  [Problems] A derivative of a nucleic acid antimetabolite is demanded which can show a higher therapeutic effect at a lower dose. [Means for Solving Problems] Disclosed is a high molecular weight derivative a nucleic acid antimetabolite, which is characterized by comprising a high molecular weight compound comprising a polyethylene glycol moiety and a polymer moiety having a carboxyl group in a side chain and a nucleoside derivative which can act as a nucleic acid antimetabolite, wherein the nucleoside derivative is bound to the carboxyl group in the side chain of the high molecular weight compound via a highly hydrophobic linker.
• US7700709B2
  申请人：——

  公开号：US7700709B2

  公开（公告）日：2010-04-20
• US8188222B2
  申请人：——

  公开号：US8188222B2

  公开（公告）日：2012-05-29