2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine | 156900-28-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine
• 英文别名: [(2S,4S,5R)-5-(2,6-dichloropurin-9-yl)-4-fluorooxolan-2-yl]methyl benzoate
• CAS: 156900-28-6
• 化学式: C₁₇H₁₃Cl₂FN₄O₃
• 分子量: 411.22
• InChiKey: ADFAAQGAQSDMBS-ZIBATOQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  79.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine 在 sodium azide 、 氨 、 氢气 作用下， 以 乙醇 为溶剂， 反应 111.0h， 生成 2,6-diamino-9-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine
  参考文献：
  名称：

  Chemistry and Anti-HIV Activity of 2′-β-Fluoro-2′,3′-dideoxyguanosine

  摘要：

  The 2'-beta-fluoro analogue of 2',3'-dideoxyguanosine has been prepared by two synthetic routes. This compound and two analogues have anti-HIV activity in at least two of three host cell systems used (ATH8, CEM, PEL). These compounds, as well as their ddGuo parents, have been characterized with regard to their acid-stabilities, octanol-water partition coefficients, and enzyme substrate properties for adenosine deaminase and purine nucleoside phosphorylase. F-ddGuo analogues are less potent but more stable than their non-fluorinated parent compounds.

  DOI：

  10.1080/15257779408013236
• 作为产物：
  描述：

  5-O-Benzoyl-2,3-dideoxy-2-fluoro-1-O-methyl-β-D-threo-pentofuranose 在 氢溴酸 、 溶剂黄146 、 牛血清白蛋白 作用下， 反应 20.5h， 生成 2,6-dichloro-9-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)-9H-purine
  参考文献：
  名称：

  Chemistry and Anti-HIV Activity of 2′-β-Fluoro-2′,3′-dideoxyguanosine

  摘要：

  The 2'-beta-fluoro analogue of 2',3'-dideoxyguanosine has been prepared by two synthetic routes. This compound and two analogues have anti-HIV activity in at least two of three host cell systems used (ATH8, CEM, PEL). These compounds, as well as their ddGuo parents, have been characterized with regard to their acid-stabilities, octanol-water partition coefficients, and enzyme substrate properties for adenosine deaminase and purine nucleoside phosphorylase. F-ddGuo analogues are less potent but more stable than their non-fluorinated parent compounds.

  DOI：

  10.1080/15257779408013236

文献信息

• [EN] INHIBITORS OF CD73-MEDIATED IMMUNOSUPPRESSION<br/>[FR] INHIBITEURS DE L'IMMUNOSUPPRESSION MÉDIÉE PAR CD73
  申请人：ARCUS BIOSCIENCES INC

  公开号：WO2018094148A1

  公开（公告）日：2018-05-24

  Compounds that modulate the conversion of AMP to adenosine by 5'- nucleotidase, ecto, and compositions containing the compounds and methods for synthesizing the compounds, are described herein. The use of such compounds and compositions for the treatment and/or prevention of a diverse array of diseases, disorders and conditions, including cancer- and immune-related disorders, that are mediated by 5'- nucleotidase, ecto is also provided.

  本文描述了调节AMP转化为腺苷的5'-核苷酸酶外切的化合物，以及含有这些化合物的组合物和合成这些化合物的方法。还提供了这些化合物和组合物用于治疗和/或预防多种疾病、紊乱和病况，包括由5'-核苷酸酶外切介导的癌症和免疫相关紊乱的用途。