4-phenylmethylamino-2-(pyridin-2-yl)quinazoline | 157862-77-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-phenylmethylamino-2-(pyridin-2-yl)quinazoline
• 英文别名: 4-phenylmethylamino-2-(2-pyridyl)quinazoline；benzyl-(2-pyridin-2-ylquinazolin-4-yl)-amine；N-benzyl-2-pyridin-2-ylquinazolin-4-amine
• CAS: 157862-77-6
• 化学式: C₂₀H₁₆N₄
• 分子量: 312.374
• InChiKey: LVDCGGJQSCVQAI-UHFFFAOYSA-N

物化性质

• 沸点：
  444.2±27.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)
• 溶解度：
  29.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-吡啶甲酰氯 在 sodium methylate 、 N,N-二甲基苯胺 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 59.5h， 生成 4-phenylmethylamino-2-(pyridin-2-yl)quinazoline
  参考文献：
  名称：

  Discovery of Potent Cyclic GMP Phosphodiesterase Inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities

  摘要：

  Moderate cyclic GMP phosphodiesterase (cGMP-PDE, PDE V) inhibitor 2-phenyl-4-anilino-quinazoline (1) was identified utilizing MultiCASE assisted drug design (MCADD) technology. Modification of compound 1 was conducted at the 2-, 4-, and 6-positions of the quinazoline ring for enhancement of cGMP-PDE inhibitory activity. The 6-substituted 2-(imidazol-1-yl)-quinazolines are 1000 times more potent in in vitro PDE V enzyme assay than the well-known inhibitor zaprinast. The 6-substituted derivatives of 2-(3-pyridyl)quinazoline 84 and 2-(imidazol-1-yl)quinazoline 86 exhibited more than 1000-fold selectivity for PDE V over the other four PDE isozymes. In addition, cGMP-PDE inhibitors 64, 65, and 73 were found to have an additional property of thromboxane synthesis inhibitory activity.

  DOI：

  10.1021/jm00018a014

文献信息

• Method for inhibiting neoplastic cells and related conditions by exposure to 4-aminoquinazoline derivatives
  申请人：——

  公开号：US20020025968A1

  公开（公告）日：2002-02-28

  A method for inhibiting neoplastic cells and related conditions by exposing them to 4-aminoquinazoline derivatives.

  通过将肿瘤细胞暴露于4-氨基喹噁啉衍生物来抑制肿瘤细胞和相关疾病的方法。
• 2-PYRIDIN-2-YL-QUINAZOLINE DERIVATIVES AS POTASSIUM CHANNEL MODULATING AGENTS FOR THE TREATMENT OF RESPIRATORY DISEASES
  申请人：Eriksen Birgitte L.

  公开号：US20090306102A1

  公开（公告）日：2009-12-10

  This invention relates to novel pyridinyl-quinazoline derivatives and their use as potassium channel modulating agents. Moreover the invention is directed to pharmaceutical compositions useful for the treatment or alleviation of diseases or disorders associated with the activity of potassium channels.

  该发明涉及新型吡啶基喹唑啉衍生物及其作为钾通道调节剂的用途。此外，该发明还涉及用于治疗或缓解与钾通道活性相关的疾病或紊乱的药物组合物。
• 4-Aminoquinazoline derivatives, and their use as medicine
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0579496B1

  公开（公告）日：2001-11-14
• PYRIDINYL-QUINAZOLINE DERIVATIVES AND THEIR MEDICAL USE
  申请人：NeuroSearch A/S

  公开号：EP1966184B1

  公开（公告）日：2010-08-25
• US5436233A
  申请人：——

  公开号：US5436233A

  公开（公告）日：1995-07-25