5'-O-isobutiryl-4'-azido-2'-β-C-methyl-2'-deoxycytidine | 1019639-40-7

• 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: 5'-O-isobutiryl-4'-azido-2'-β-C-methyl-2'-deoxycytidine
• 英文别名: [(2R,3S,4S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-2-azido-3-hydroxy-4-methyloxolan-2-yl]methyl 2-methylpropanoate
• CAS: 1019639-40-7
• 化学式: C₁₄H₂₀N₆O₅
• 分子量: 352.35
• InChiKey: JUENZHIAYOMPGK-HJUHTLPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-[(2R,3S,4S,5R)-5-azido-4-[tert-butyl(dimethyl)silyl]oxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidine-2,4-dione 在 吡啶 、 四氮唑 、 氟化铵 、 氨 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 5'-O-isobutiryl-4'-azido-2'-β-C-methyl-2'-deoxycytidine
  参考文献：
  名称：

  Discovery of 4′-azido-2′-deoxy-2′-C-methyl cytidine and prodrugs thereof: A potent inhibitor of Hepatitis C virus replication

  摘要：

  4'-Azido-2'-deoxy-2'-methylcytidine (14) is a potent nucleoside inhibitor of the HCV NS5B RNA-dependent RNA polymerase, displaying an EC50 value of 1.2 mu M and showing moderate in vivo bioavailability in rat (F = 14%). Here we describe the synthesis and biological evaluation of 4'-azido-2'-deoxy-2'-methylcytidine and prodrug derivatives thereof. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.021

文献信息

• WO2008/43704
  申请人：——

  公开号：——

  公开（公告）日：——
• Antiviral nucleosides
  申请人：Johansson Nils-Gunnar

  公开号：US20080152621A1

  公开（公告）日：2008-06-26

  4-Amino-1-((2R,3S,4S,5R)-5-azido-4-hydroxy-5-hydroxymethyl-3-methyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one (22) and prodrugs thereof are hepatitis C (HCV) polymerase inhibitors. Also disclosed are compositions and methods for inhibiting HCV and treating HCV-mediated diseases, processes for making the compounds and synthetic intermediates employed in the process.
• ANTIVIRAL NUCLEOSIDES
  申请人：Kalyanov Genadiy

  公开号：US20100130735A1

  公开（公告）日：2010-05-27

  4-Amino-1-((2R,3S,4S,5R)-5-azido-4-hydroxy-5-hydroxymethyl-3-methyl-tetrahydro-furan-2-yl)-1H-pyrimidin-2-one (22) and prodrugs thereof are hepatitis C(HCV) polymerase inhibitors. Also disclosed are compositions and methods for inhibiting HCV and treating HCV-mediated diseases, processes for making the compounds and synthetic intermediates employed in the process.
• US7666856B2
  申请人：——

  公开号：US7666856B2

  公开（公告）日：2010-02-23
• US7825239B2
  申请人：——

  公开号：US7825239B2

  公开（公告）日：2010-11-02