7-Phenacyl-8-aminotheophylline | 36183-97-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-Phenacyl-8-aminotheophylline
• 英文别名: 1,3-dimethyl-8-amino-7-(2-oxo-2-phenylethyl)-3,7-dihydropurine-2,6-dione；8-amino-1,3-dimethyl-7-(2-oxo-2-phenyl-ethyl)-3,7-dihydro-purine-2,6-dione；8-amino-1,3-dimethyl-7-phenacylpurine-2,6-dione
• CAS: 36183-97-8
• 化学式: C₁₅H₁₅N₅O₃
• 分子量: 313.316
• InChiKey: CCLUPJNWSNZEAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Phenacyl-8-aminotheophylline 在 溶剂黄146 作用下， 反应 4.0h， 以70%的产率得到1,3-dimethyl-7-phenyl-1H-imidazo[2,1-f]purine-2,4(3H,8H)-dione
  参考文献：
  名称：

  Structure–activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A3 adenosine receptor antagonists

  摘要：

  We recently described the synthesis of 1-benzyl-3-propyl-1H,8H-imidazo[2,1-f]purine-2,4-diones, new potent and selective A(3) adenosine receptor antagonists containing a xanthine core. The present work can be considered an extension of our SAR studies on related structures in which the effect of different kind of substitutions at the 1-, 3- and 8-positions has been evaluated in order to improve both the potency and the hydrophilicity of the originally synthesised molecules. The A(3) binding disposition of these compounds was also investigated through docking and 3D-QSAR studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.049
• 作为产物：
  描述：

  8-aminotheophylline 、 2-溴苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到7-Phenacyl-8-aminotheophylline
  参考文献：
  名称：

  Structure–activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A3 adenosine receptor antagonists

  摘要：

  We recently described the synthesis of 1-benzyl-3-propyl-1H,8H-imidazo[2,1-f]purine-2,4-diones, new potent and selective A(3) adenosine receptor antagonists containing a xanthine core. The present work can be considered an extension of our SAR studies on related structures in which the effect of different kind of substitutions at the 1-, 3- and 8-positions has been evaluated in order to improve both the potency and the hydrophilicity of the originally synthesised molecules. The A(3) binding disposition of these compounds was also investigated through docking and 3D-QSAR studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.049

文献信息

• US7435740B2
  申请人：——

  公开号：US7435740B2

  公开（公告）日：2008-10-14