3'-deoxy-4'-C-(trifluoromethyl)thymidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3'-deoxy-4'-C-(trifluoromethyl)thymidine
• 英文别名: 1-<2,3-dideoxy-4-C-(trifluoromethyl)-β-D-glyceropentofuranosyl>thymine；3'-Deoxy-4'-(trifluoromethyl)thymidine；1-[(2R,5S)-5-(hydroxymethyl)-5-(trifluoromethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• 化学式: C₁₁H₁₃F₃N₂O₄
• 分子量: 294.23
• InChiKey: QATUTYLKKZNIPQ-XCBNKYQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  78.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4'-C-trifluoromethyl-5-methyluridine 在 palladium on activated charcoal 氰化钠 、 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 3'-deoxy-4'-C-(trifluoromethyl)thymidine
  参考文献：
  名称：

  Synthesis of 4′-Trifluoromethyl Nucleoside Analogs

  摘要：

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.

  DOI：

  10.1080/07328319808004312

文献信息

• Bravo, Pierfrancesco; Mele, Andrea; Salani, Giuliana, Gazzetta Chimica Italiana, 1995, vol. 125, # 7, p. 295 - 304
  作者：Bravo, Pierfrancesco、Mele, Andrea、Salani, Giuliana、Viani, Fiorenza、Colla, Paolo La

  DOI：——

  日期：——
• 4'-SUBSTITUTED NUCLEOSIDE DERIVATIVES AS INHIBITORS OF HCV RNA REPLICATION
  申请人：Devos Rene Robert

  公开号：US20100003213A1

  公开（公告）日：2010-01-07

  The present invention relates to the use of nucleoside derivatives of formula Ia wherein the symbols are as defined in the specification, and of pharmaceutically acceptable salts thereof and to pharmaceutical compositions containing such compounds.
• US7608601B2
  申请人：——

  公开号：US7608601B2

  公开（公告）日：2009-10-27
• US8071567B2
  申请人：——

  公开号：US8071567B2

  公开（公告）日：2011-12-06
• Synthesis of 4′-Trifluoromethyl Nucleoside Analogs
  作者：Janusz Kozak、Carl R. Johnson

  DOI：10.1080/07328319808004312

  日期：1998.12

  A strategy based on the use of (trifluoromethyl)trimethylsilane for introduction of the trifluoromethyl group at the C-4 of ribose has been developed and utilized in the synthesis of various novel 4'-trifluoromethylated nucleoside analogs. Screening of these analogs against HN did not reveal significant biological activity.