4-chloro-2-diethylaminoquinazoline | 78490-71-8

• 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: 4-chloro-2-diethylaminoquinazoline
• 英文别名: (4-chloro-quinazolin-2-yl)-diethyl-amine；4-Chlor-2-diethylamino-chinazolin；4-chloro-N,N-diethylquinazolin-2-amine
• CAS: 78490-71-8
• 化学式: C₁₂H₁₄ClN₃
• 分子量: 235.716
• InChiKey: XNRBRDBFLCTQHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  367.8±34.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-2-diethylaminoquinazoline 以 四氢呋喃 、 乙醇 为溶剂， 反应 48.08h， 生成 (E)-1-(5-ethyloct-5-en-7-yn-1-yl)-3-(pentan-3-yl)naphthalene
  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：

  2,4-喹唑啉二酮 在 sodium hydroxide 、 三乙胺 作用下， 以 三氯氧磷 为溶剂， 以17.7 g (60%)的产率得到4-chloro-2-diethylaminoquinazoline
  参考文献：
  名称：

  2,4'-bridged bis-2,4-diaminoquinazolines

  摘要：

  本发明提供了一般式(I)的2,4'-桥联双-2,4-二氨基喹唑啉化合物：##STR1## 其中所示的取代基如描述中定义。该发明还提供了一种制备式(I)化合物的方法，含有该化合物的药物以及含有该化合物的药物的制备方法。

  公开号：

  US05739127A1

文献信息

• Miki, Hideci, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 6, p. 1947 - 1951
  作者：Miki, Hideci

  DOI：——

  日期：——
• OKI, YASUO;KOMATSU, MAKOTO;NAKAGAVA, KADZUYUKI
  作者：OKI, YASUO、KOMATSU, MAKOTO、NAKAGAVA, KADZUYUKI

  DOI：——

  日期：——
• US5739127A
  申请人：——

  公开号：US5739127A

  公开（公告）日：1998-04-14
• US5760230A
  申请人：——

  公开号：US5760230A

  公开（公告）日：1998-06-02
• Atrial natriuretic peptide receptor modulators: effects of disubstituted quinazolines on receptor binding and in vitro biological activity
  作者：Melvin J. Yu、Jefferson R. McCowan、Mitchell I. Steinberg、Sally A. Wiest、Virginia L. Wyss、Jong Sin Horng

  DOI：10.1021/jm00163a056

  日期：1990.1

  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.