2',3'-dideoxycytidine-5'-phosphorofluoridate

• 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: 2',3'-dideoxycytidine-5'-phosphorofluoridate
• 英文别名: [(2S,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy-fluoro-phosphinic acid；[(2S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-fluorophosphinic acid
• 化学式: C₉H₁₃FN₃O₅P
• 分子量: 293.191
• InChiKey: OJTFMBIMYUQCLM-POYBYMJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,3-二脱氧胞啶 在 bis(tri-n-butylammonium) phosphorofluoridate 、 苯甲基-2-磺酰三硝基三氮唑 、 N,N-二甲基甲酰胺二甲基缩醛 作用下， 生成 2',3'-dideoxycytidine-5'-phosphorofluoridate
  参考文献：
  名称：

  Synthesis and Antiviral Activity of Some Fluorinated Nucleotide Derivatives

  摘要：

  A number of 3'-fluoro-3'-deoxythymidine 5'-phosphonates and nucleoside 5'-phosphorofluoridates were prepared to study their ability to inhibit replication of HIV-1. Compounds, the 5'-phosphorofluoridates of 3'-azido-3'-deoxythymidine (VIIIc), 3'-fluoro-3'-deoxythymidine (VIIId) and 3'-deoxy-2',3'-didehydrothymidine (VIIIe), exhibit potent anti-HTV-1 activities.

  DOI：

  10.1080/15257779408013244

文献信息

• Synthesis and Antiviral Activity of Some Fluorinated Nucleotide Derivatives
  作者：Natalia Dyatkina、Andrey Arzumanov、Alexander Krayevsky、Bryan O'Hara、Yacov Gluzman、Penny Baron、Clarinda MacLow、Bruce Polsky

  DOI：10.1080/15257779408013244

  日期：1994.3

  A number of 3'-fluoro-3'-deoxythymidine 5'-phosphonates and nucleoside 5'-phosphorofluoridates were prepared to study their ability to inhibit replication of HIV-1. Compounds, the 5'-phosphorofluoridates of 3'-azido-3'-deoxythymidine (VIIIc), 3'-fluoro-3'-deoxythymidine (VIIId) and 3'-deoxy-2',3'-didehydrothymidine (VIIIe), exhibit potent anti-HTV-1 activities.