1,3-dimethyl-8-amino-7-(2-oxopropyl)-3,7-dihydropurine-2,6-dione | 875814-60-1

• 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: 1,3-dimethyl-8-amino-7-(2-oxopropyl)-3,7-dihydropurine-2,6-dione
• 英文别名: 8-Amino-1,3-dimethyl-7-(2-oxopropyl)purine-2,6-dione；8-amino-1,3-dimethyl-7-(2-oxopropyl)purine-2,6-dione
• CAS: 875814-60-1
• 化学式: C₁₀H₁₃N₅O₃
• 分子量: 251.245
• InChiKey: YJRBXIBGXLMKBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  1,3-dimethyl-8-amino-7-(2-oxopropyl)-3,7-dihydropurine-2,6-dione 在 溶剂黄146 作用下， 反应 4.0h， 以60%的产率得到1,3,7-trimethyl-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 、 一氯丙酮 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1,3-dimethyl-8-amino-7-(2-oxopropyl)-3,7-dihydropurine-2,6-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

文献信息

• Structure–activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A3 adenosine receptor antagonists
  作者：Pier Giovanni Baraldi、Delia Preti、Mojgan Aghazadeh Tabrizi、Romeo Romagnoli、Giulia Saponaro、Stefania Baraldi、Maurizio Botta、Cesare Bernardini、Andrea Tafi、Tiziano Tuccinardi

  DOI：10.1016/j.bmc.2008.10.049

  日期：2008.12.15

  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.