(2S,3S,4R)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]thiolane-3,4-diol | 1070790-85-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: (2S,3S,4R)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]thiolane-3,4-diol
• CAS: 1070790-85-0
• 化学式: C₁₆H₁₅ClIN₅O₂S
• 分子量: 503.751
• InChiKey: QMJFSSNSVVHFPD-WBIUFABUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (1S,2S,3R)-(2,6-dichloro-purin-9-yl)-tetrahydro-thiophene-3,4-diol 、 3-碘苄胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 (2S,3S,4R)-2-[2-chloro-6-[(3-iodophenyl)methylamino]purin-9-yl]thiolane-3,4-diol
  参考文献：
  名称：

  Structure−Activity Relationships of Truncated d- and l-4′-Thioadenosine Derivatives as Species-Independent A₃ Adenosine Receptor Antagonists

  摘要：

  Novel D- and L-4'-thioadenosine derivatives lacking the 4'-hydroxymethyl moiety were synthesized, starting from D-mannose and D-gulonic gamma-lactone, respectively, as potent and selective species-independent A(3) adenosine receptor (AR) antagonists. Among the novel 4'-truncated 2-H nucleosides tested, a N-6-(3-chlorobenzyl) derivative 7c was the most potent at the human A(3) AR (K-i = 1.5 nM), but a N-6-(3-bromobenzyl) derivative 7d showed the optimal species-independent binding affinity.

  DOI：

  10.1021/jm8008647