N-<2-(diethylamino)-4-quinazolinyl>-1,2-ethanediamine | 123264-97-1

• 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: N-<2-(diethylamino)-4-quinazolinyl>-1,2-ethanediamine
• 英文别名: 4-N-(2-aminoethyl)-2-N,2-N-diethylquinazoline-2,4-diamine
• CAS: 123264-97-1
• 化学式: C₁₄H₂₁N₅
• 分子量: 259.354
• InChiKey: MHKOCLHTXRNZKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-<2-(diethylamino)-4-quinazolinyl>-1,2-ethanediamine 以 乙醇 、 水 为溶剂， 反应 0.75h， 生成 N''-cyano-N-<2-<<2-(diethylamino)-4-quinazolinyl>amino>ethyl>-N'-ethylguanidine
  参考文献：
  名称：

  Atrial natriuretic peptide receptor modulators: effects of disubstituted quinazolines on receptor binding and in vitro biological activity

  摘要：

  Prazosin (25 microM) was found to increase 125I-labeled rat atrial natriuretic peptide ([125I]rANP) receptor binding by 50% (SC50) in bovine adrenal zona glomerulosa membranes. A series of 2,4-disubstituted quinazolines was prepared in order to identify more potent analogues for additional in vitro testing. Compound 7 (N-[3-[[2-(diethyl-amino)-4-quinazolinyl]amino]propyl] guanidine dinitrate) from this series (3 microM) significantly decreased the EC50 for rANP-mediated inhibition of ACTH-stimulated aldosterone synthesis in rat adrenal glomerulosa cells. At a higher concentration (20 microM), compound 7 had no effect on particulate guanylate cyclase from rabbit glomeruli in either the presence or absence of rANP.

  DOI：

  10.1021/jm00163a056
• 作为产物：
  描述：

  乙二胺 、 4-chloro-2-diethylaminoquinazoline 以 四氢呋喃 为溶剂， 反应 24.0h， 以70%的产率得到N-<2-(diethylamino)-4-quinazolinyl>-1,2-ethanediamine
  参考文献：
  名称：

  Atrial natriuretic peptide receptor modulators: effects of disubstituted quinazolines on receptor binding and in vitro biological activity

  摘要：

  Prazosin (25 microM) was found to increase 125I-labeled rat atrial natriuretic peptide ([125I]rANP) receptor binding by 50% (SC50) in bovine adrenal zona glomerulosa membranes. A series of 2,4-disubstituted quinazolines was prepared in order to identify more potent analogues for additional in vitro testing. Compound 7 (N-[3-[[2-(diethyl-amino)-4-quinazolinyl]amino]propyl] guanidine dinitrate) from this series (3 microM) significantly decreased the EC50 for rANP-mediated inhibition of ACTH-stimulated aldosterone synthesis in rat adrenal glomerulosa cells. At a higher concentration (20 microM), compound 7 had no effect on particulate guanylate cyclase from rabbit glomeruli in either the presence or absence of rANP.

  DOI：

  10.1021/jm00163a056