1-[(2R,3R,4S)-4-azido-3-hydroxy-5,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione | 153914-93-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(2R,3R,4S)-4-azido-3-hydroxy-5,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
• CAS: 153914-93-3
• 化学式: C₁₀H₁₃N₅O₆
• 分子量: 299.243
• InChiKey: HGWGKGNPSSCCMU-GJMOJQLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[(2R,3R,4S)-4-azido-3-hydroxy-5,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione 在 吡啶 、 ammonium hydroxide 、 三苯基膦 作用下， 生成 1-[(2R,3R,4S)-4-amino-3-hydroxy-5,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Surzhikov, S. A.; Dyatkina, N. B., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 7, p. 408 - 413

  摘要：

  DOI：
• 作为产物：
  描述：

  9-(2-O-acetyl-3-azido-5-O-benzoyl-4-benzoyloxymethyl-3-deoxy-β-D-ribofuranosyl)uracil 在 氨 作用下， 反应 16.0h， 以78%的产率得到1-[(2R,3R,4S)-4-azido-3-hydroxy-5,5-bis(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Surzhikov, S. A.; Dyatkina, N. B., Russian Journal of Bioorganic Chemistry, 1993, vol. 19, # 7, p. 408 - 413

  摘要：

  DOI：

文献信息

• Novel 4′-Branched Nucleosides
  作者：S. A. Surzhykov、A. A. Krayevsky

  DOI：10.1080/15257779408013221

  日期：1994.12

  Total chemical synthesis of 4'-hydroxymethylnucleosides with an additional modification in a sugar residue was developed. The synthesis was made by condensation of corresponding protected sugars and nucleic bases with subsequent deprotection. In such a way 3'-azido- and 3'-amino-3'deoxy-4'-hydroxymethylribonucleosides, 2',3'-anhydroribo- and 2',3'-anhydrolyxo-4'-hydroxymethylribonucleosides as well as 3'-deoxy-4'hydroxymethylribollucleosides were prepared. At concentrations up to 100 mu M none of them inhibited reproduction of human immunodeficiency virus type 1 in H9 and PBL cells as well as human herpes simplex virus type 2 and human cytomegalovirus in vero cells.
• 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.
• 4'-Substituted Nucleoside Derivatives as Inhibitors of HCV RNA Replication
  申请人：Martin Joseph Armstrong

  公开号：US20100004192A1

  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.
• US6784166B2
  申请人：——

  公开号：US6784166B2

  公开（公告）日：2004-08-31
• US7915232B2
  申请人：——

  公开号：US7915232B2

  公开（公告）日：2011-03-29