4-(purin-6-ylamino)benzoic acid | 500338-79-4

• 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: 4-(purin-6-ylamino)benzoic acid
• 英文别名: 4-(9H-purin-6-ylamino)benzoic acid；4-(7H-purin-6-ylamino)benzoic acid
• CAS: 500338-79-4
• 化学式: C₁₂H₉N₅O₂
• mdl: MFCD12753900
• 分子量: 255.236
• InChiKey: HIPVRKVLPDDNQM-UHFFFAOYSA-N

物化性质

• 沸点：
  655.9±45.0 °C(Predicted)
• 密度：
  1.594±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(purin-6-ylamino)benzoic acid 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 24.5h， 生成 (2S)-2-{[4-(purin-6-ylamino)benzoyl]amino}pentanedioic acid
  参考文献：
  名称：

  Synthesis of Purine and 2-Aminopurine Conjugates with N-(4-Aminobenzoyl)-(S)-glutamic Acid

  摘要：

  Purine and 2-aminopurine conjugates with N-(4-aminobenzoyl)-(S)-glutamic acid connected to C-6 of the purine system either directly or through an aminoethyl linker have been synthesized by nucleophilic substitution of chlorine in 6-chloropurine and 2-amino-6-chloropurine. 2-Aminopurine conjugate with 4-aminobenzoic acid linked through a glycine residue has also been obtained. Testing of the synthesized compounds for tuberculostatic activity in vitro has revealed a moderate activity of methyl 4-[2-(2-aminopurin-6-ylamino)-acetyl]amino}benzoate.

  DOI：

  10.1134/s1070428019060034
• 作为产物：
  描述：

  对氨基苯甲酸 、 6-氯嘌呤 在 硫酸 作用下， 以 水 为溶剂， 反应 6.0h， 以90%的产率得到4-(purin-6-ylamino)benzoic acid
  参考文献：
  名称：

  Synthesis of Purine and 2-Aminopurine Conjugates with N-(4-Aminobenzoyl)-(S)-glutamic Acid

  摘要：

  Purine and 2-aminopurine conjugates with N-(4-aminobenzoyl)-(S)-glutamic acid connected to C-6 of the purine system either directly or through an aminoethyl linker have been synthesized by nucleophilic substitution of chlorine in 6-chloropurine and 2-amino-6-chloropurine. 2-Aminopurine conjugate with 4-aminobenzoic acid linked through a glycine residue has also been obtained. Testing of the synthesized compounds for tuberculostatic activity in vitro has revealed a moderate activity of methyl 4-[2-(2-aminopurin-6-ylamino)-acetyl]amino}benzoate.

  DOI：

  10.1134/s1070428019060034