1,3-dipropyl-8-(2,4-dihydroxyphenyl)xanthine | 102587-87-1

• 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-dipropyl-8-(2,4-dihydroxyphenyl)xanthine
• 英文别名: 8-(2,4-Dihydroxy-phenyl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione；8-(2,4-dihydroxyphenyl)-1,3-dipropyl-7H-purine-2,6-dione
• CAS: 102587-87-1
• 化学式: C₁₇H₂₀N₄O₄
• 分子量: 344.37
• InChiKey: SDUXPKISILVLFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6-二氨基-1,3-二丙基嘧啶-2,4(1H,3H)-二酮 、 2,4-二羟基苯甲醛 以 甲醇 、 溶剂黄146 为溶剂， 以72%的产率得到1,3-dipropyl-8-(2,4-dihydroxyphenyl)xanthine
  参考文献：
  名称：

  Analogs of 1,3-dipropyl-8-phenylxanthine: enhancement of selectivity at A1-adenosine receptors by aryl substituents

  摘要：

  The effect of a variety of aryl substituents on the potency and selectivity of 19 analogues of 1,3-dipropyl-8-phenylxanthine as antagonists at A1- and A2-adenosine receptors in brain tissue was determined. The 4-sulfamoylphenyl and 4-carbamoylphenyl analogues are potent and somewhat selective for the A1 receptor. None of the dihydroxyphenyl analogues are remarkably potent, but all are selective for the A1 receptor. 1,3-Dipropyl-8-(2-hydroxy-4-methoxyphenyl)xanthine is the most selective A1 antagonist of the analogues with a A1/A2 potency ratio of about 90.

  DOI：

  10.1021/jm00158a034

文献信息

• Analogs of 1,3-dipropyl-8-phenylxanthine: enhancement of selectivity at A1-adenosine receptors by aryl substituents
  作者：J. W. Daly、W. L. Padgett、M. T. Shamim

  DOI：10.1021/jm00158a034

  日期：1986.8

  The effect of a variety of aryl substituents on the potency and selectivity of 19 analogues of 1,3-dipropyl-8-phenylxanthine as antagonists at A1- and A2-adenosine receptors in brain tissue was determined. The 4-sulfamoylphenyl and 4-carbamoylphenyl analogues are potent and somewhat selective for the A1 receptor. None of the dihydroxyphenyl analogues are remarkably potent, but all are selective for the A1 receptor. 1,3-Dipropyl-8-(2-hydroxy-4-methoxyphenyl)xanthine is the most selective A1 antagonist of the analogues with a A1/A2 potency ratio of about 90.