2-N-[2-(2,6-dimethoxyphenoxy)ethyl]-6,7-dimethoxyquinazoline-2,4-diamine | 96649-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-N-[2-(2,6-dimethoxyphenoxy)ethyl]-6,7-dimethoxyquinazoline-2,4-diamine
• CAS: 96649-40-0
• 化学式: C₂₀H₂₄N₄O₅
• 分子量: 400.434
• InChiKey: LEALCNRXKFPHTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-氯-4-氨基-6,7-二甲氧基喹唑啉 、 2-((2,6-二甲氧基苯基)氧基)乙胺 以 异戊醇 为溶剂， 反应 6.0h， 以31%的产率得到2-N-[2-(2,6-dimethoxyphenoxy)ethyl]-6,7-dimethoxyquinazoline-2,4-diamine
  参考文献：
  名称：

  Structure-activity relationships for prazosin and WB 4101 analogs as .alpha.1-adrenoreceptor antagonists

  摘要：

  Several alpha-adrenoreceptor antagonists were prepared by coupling one of the two moieties of WB 4101 (1) with one of the two moieties of prazosin (2). Their blocking activity and relative selectivity on alpha 1- and alpha 2-adrenoreceptors were evaluated in the isolated rat vas deferens. Although retaining a significant selectivity toward alpha 1-adrenoreceptors, all the drugs were weaker antagonists than the parent compounds 1 and 2. Opening the piperazine ring of 2 gave 3, which displayed a very high activity and selectivity toward alpha 1-adrenoreceptors (alpha 1/alpha 2 = 3890). This may have relevance in understanding the mode of action of prazosin. In addition, 3 may represent a valuable tool in the characterization of alpha-adrenoreceptor subtypes.

  DOI：

  10.1021/jm00147a042

文献信息

• Structure-activity relationships for prazosin and WB 4101 analogs as .alpha.1-adrenoreceptor antagonists
  作者：Dario Giardina、Rosaria Bertini、Egle Brancia、Livio Brasili、Carlo Melchiorre

  DOI：10.1021/jm00147a042

  日期：1985.9

  Several alpha-adrenoreceptor antagonists were prepared by coupling one of the two moieties of WB 4101 (1) with one of the two moieties of prazosin (2). Their blocking activity and relative selectivity on alpha 1- and alpha 2-adrenoreceptors were evaluated in the isolated rat vas deferens. Although retaining a significant selectivity toward alpha 1-adrenoreceptors, all the drugs were weaker antagonists than the parent compounds 1 and 2. Opening the piperazine ring of 2 gave 3, which displayed a very high activity and selectivity toward alpha 1-adrenoreceptors (alpha 1/alpha 2 = 3890). This may have relevance in understanding the mode of action of prazosin. In addition, 3 may represent a valuable tool in the characterization of alpha-adrenoreceptor subtypes.