8-pyridin-3-yl-6-pyrrolidin-1-yl-7H-purine | 99492-25-8

• 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: 8-pyridin-3-yl-6-pyrrolidin-1-yl-7H-purine
• CAS: 99492-25-8
• 化学式: C₁₄H₁₄N₆
• 分子量: 266.305
• InChiKey: KPOAVKNZRQXUBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 6-chloro-8-pyridin-3-yl-7H-purine 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 8-pyridin-3-yl-6-pyrrolidin-1-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

• PURINE DERIVATIVES, PROCESS FOR THEIR PREPARATION, AND MEDICINAL COMPOSITION CONTAINING SAME
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0168500A1

  公开（公告）日：1986-01-22

  Purine derivatives represented by general formula (I), and medicinally acceptable salts thereof, wherein R represents hydrogen, alkyl or phenyl optionally having at least one of halogen, lower alkyl and lower alkoxy as substituent, R' and R2 may be the same or different and each represents hydrogen, alkyl, cycloalkyl, hydroxyalkyl, dialkylaminoalkyl, cyclic aminoalkyl, alkenyl or aralkyl or, when taken together, R' and R2 represent a heterocyclic group together with the adjacent nitrogen atom, and R3 and R4 may be the same or different and each represents hydrogen or lower alkyl. They have anti-inflammatory, analgesic, antipyretic, antiallergic, and antithrombotic affects, thus being useful as medicines.

  通式(I)代表的嘌呤衍生物及其药用盐，其中 R 代表氢、烷基或苯基，可选择具有卤素、低级烷基和低级烷氧基中的至少一种作为取代基；R'和 R2 可以相同或不同，各自代表氢、烷基、环烷基、羟基烷基、二烷基氨基烷基、环氨基烷基、烯基或芳基；或者，当 R' 和 R2 合在一起时，R'和 R2 与相邻的氮原子一起代表杂环基团；R3 和 R4 可以相同或不同，各自代表氢或低级烷基。它们具有消炎、镇痛、解热、抗过敏和抗血栓等作用，因此可用作药物。
• US4728644A
  申请人：——

  公开号：US4728644A

  公开（公告）日：1988-03-01
• 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.