1,3-dipropyl-6-amino-5-(3-chloro-4-hydroxybenzamido)uracil | 102587-97-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-dipropyl-6-amino-5-(3-chloro-4-hydroxybenzamido)uracil
• 英文别名: N-(6-Amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydropyrimidin-5-yl)-3-chloro-4-hydroxybenzamide；N-(4-amino-2,6-dioxo-1,3-dipropylpyrimidin-5-yl)-3-chloro-4-hydroxybenzamide
• CAS: 102587-97-3
• 化学式: C₁₇H₂₁ClN₄O₄
• 分子量: 380.831
• InChiKey: MBQHOQBJWLKCQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-dipropyl-6-amino-5-(3-chloro-4-hydroxybenzamido)uracil 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以51%的产率得到1,3-二丙基-8-(3-氯-4-羟基苯基)黄嘌呤
  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
• 作为产物：
  描述：

  5,6-二氨基-1,3-二丙基嘧啶-2,4(1H,3H)-二酮 、 3-chloro-4-acetoxybenzoic acid 在 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 1,3-dipropyl-6-amino-5-(3-chloro-4-hydroxybenzamido)uracil
  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.