6-nitro-9-Boc-1-deazapurine | 847820-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 6-nitro-9-Boc-1-deazapurine
• 英文别名: 3h-Imidazo[4,5-b]pyridine-3-carboxylic acid,7-nitro-,1,1-dimethylethyl ester；tert-butyl 7-nitroimidazo[4,5-b]pyridine-3-carboxylate
• CAS: 847820-05-7
• 化学式: C₁₁H₁₂N₄O₄
• 分子量: 264.241
• InChiKey: ALZZGLOCSQVVQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-nitro-9-Boc-1-deazapurine 在 甲醇 、 (CF₃CO₂)2O 、 四丁基硝酸铵 作用下， 生成 2,6-dinitro-1-deazapurine
  参考文献：
  名称：

  New (1‐Deaza)Purine Derivatives via Efficient C‐2 Nitration of the (1‐Deaza)Purine Ring

  摘要：

  Nitration of substituted (1-deaza)purines using a mixture of tetrabutylammonium nitrate (TBAN) and trifluoracetic acid anhydride (TFAA) was applied to prepare nitrosubstituted (1-deaza)purines at low temperature. The nitro group influences the system twofold: 1) it activates other substituents towards nucleophilic aromatic substitution and 2) it can be substituted itself leading to a variety of di-substituted (1-deaza)purines, also via solid phase syntheses. Several of the molecules obtained were studied for their antiprotozoal activity and for interactions with the different human adenosine receptors.

  DOI：

  10.1081/ncn-200027566
• 作为产物：
  描述：

  4-hydroxyimidazo[4,5-b]pyridine 在 硝酸 、 三氟乙酸 、 三氯化磷 作用下， 生成 6-nitro-9-Boc-1-deazapurine
  参考文献：
  名称：

  New (1‐Deaza)Purine Derivatives via Efficient C‐2 Nitration of the (1‐Deaza)Purine Ring

  摘要：

  Nitration of substituted (1-deaza)purines using a mixture of tetrabutylammonium nitrate (TBAN) and trifluoracetic acid anhydride (TFAA) was applied to prepare nitrosubstituted (1-deaza)purines at low temperature. The nitro group influences the system twofold: 1) it activates other substituents towards nucleophilic aromatic substitution and 2) it can be substituted itself leading to a variety of di-substituted (1-deaza)purines, also via solid phase syntheses. Several of the molecules obtained were studied for their antiprotozoal activity and for interactions with the different human adenosine receptors.

  DOI：

  10.1081/ncn-200027566

文献信息

• 2-Substituted-1-deaza purine derivatives with adenosine receptor modulating activity
  申请人：Koch Melle

  公开号：US20060052412A1

  公开（公告）日：2006-03-09

  The present invention relates to 2-substituted-1-deaza purine derivatives as adenosine receptor modulating agents, to methods for the preparation of these compounds and to novel intermediates useful for the synthesis of said purine derivatives. The compounds have the general formula (1) wherein the symbols have the meanings given in the specification.

  本发明涉及2-取代-1-去氮嘌呤衍生物作为腺苷受体调节剂，以及制备这些化合物的方法和用于合成所述嘌呤衍生物的新型中间体。这些化合物具有通式（1），其中符号具有规范中所给出的含义。