6-chloro-8-pyridin-3-yl-7H-purine | 1044770-55-9

• 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: 6-chloro-8-pyridin-3-yl-7H-purine
• CAS: 1044770-55-9
• 化学式: C₁₀H₆ClN₅
• 分子量: 231.644
• InChiKey: KYNUZOUULBDWBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloro-8-pyridin-3-yl-7H-purine 、 4-乙酰氨基苯硫酚 在 sodium 作用下， 生成 N-(4-((8-(pyridin-3-yl)-9H-purin-6-yl)thio)phenyl)acetamide
  参考文献：
  名称：

  Novel 8-arylated purines as inhibitors of glycogen synthase kinase

  摘要：

  A series of 8-arylated purine derivatives bearing either an aniline or an alkyl amide at position 6 were found to inhibit glycogen synthase kinase-3, with good selectivity over ten kinases. Molecular modeling studies indicated that the most active compounds (8a and 8e), adopt a planar conformation, close to the shape of AMPPNP in the crystal structure of GSK-3. These compounds are stabilized by hydrophobic contacts between the 8-aromatic group and the protein adenine pocket and by electrostatic contacts. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.026
• 作为产物：
  描述：

  烟酸 、 4,5-二氨基-6-氯嘧啶 在 氯化铵 、 三氯氧磷 作用下， 反应 24.0h， 生成 6-chloro-8-pyridin-3-yl-7H-purine
  参考文献：
  名称：

  Novel 8-arylated purines as inhibitors of glycogen synthase kinase

  摘要：

  A series of 8-arylated purine derivatives bearing either an aniline or an alkyl amide at position 6 were found to inhibit glycogen synthase kinase-3, with good selectivity over ten kinases. Molecular modeling studies indicated that the most active compounds (8a and 8e), adopt a planar conformation, close to the shape of AMPPNP in the crystal structure of GSK-3. These compounds are stabilized by hydrophobic contacts between the 8-aromatic group and the protein adenine pocket and by electrostatic contacts. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.04.026

文献信息

• Novel 8-arylated purines as inhibitors of glycogen synthase kinase
  作者：Nada Ibrahim、Liliane Mouawad、Michel Legraverend

  DOI：10.1016/j.ejmech.2010.04.026

  日期：2010.8

  A series of 8-arylated purine derivatives bearing either an aniline or an alkyl amide at position 6 were found to inhibit glycogen synthase kinase-3, with good selectivity over ten kinases. Molecular modeling studies indicated that the most active compounds (8a and 8e), adopt a planar conformation, close to the shape of AMPPNP in the crystal structure of GSK-3. These compounds are stabilized by hydrophobic contacts between the 8-aromatic group and the protein adenine pocket and by electrostatic contacts. (C) 2010 Elsevier Masson SAS. All rights reserved.