N-phenethyl-2-(pyridin-2-yl)quinazolin-4-amine | 586984-06-7

• 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: N-phenethyl-2-(pyridin-2-yl)quinazolin-4-amine
• 英文别名: phenethyl-(2-pyridin-2-ylquinazolin-4-yl)-amine；Phenethyl-(2-pyridin-2-yl-quinazolin-4-yl)-amine；N-(2-phenylethyl)-2-pyridin-2-ylquinazolin-4-amine
• CAS: 586984-06-7
• 化学式: C₂₁H₁₈N₄
• 分子量: 326.401
• InChiKey: FIBATSPGNRZQTN-UHFFFAOYSA-N

物化性质

• 沸点：
  481.2±37.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Predicted)
• 溶解度：
  31.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 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-2-基-1H-喹唑啉-4-酮 在 N,N-二异丙基乙胺 、 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 苯 为溶剂， 反应 4.0h， 生成 N-phenethyl-2-(pyridin-2-yl)quinazolin-4-amine
  参考文献：
  名称：

  Pyridinylquinazolines Selectively Inhibit Human Methionine Aminopeptidase-1 in Cells

  摘要：

  Methionine aminopeptidases (MetAPs), which remove the initiator methionine from nascent peptides, are essential in all organisms. While MetAP2 has been demonstrated to be a therapeutic target for inhibiting angiogenesis in mammals, MetAP1 seems to be vital for cell proliferation. Our earlier efforts identified two structural classes of human MetAP1 (HsMetAP1)-selective inhibitors (14), but all of them failed to inhibit cellular HsMetAP1. Using Mn(II) or Zn(II) to activate HsMetAP1, we found that 14 could only effectively inhibit purified HsMetAP1 in the presence of physiologically unachievable concentrations of Co(II). In an effort to seek Co(II)-independent inhibitors, a novel structural class containing a 2-(pyridin-2-yl)quinazoline core has been discovered. Many compounds in this class potently and selectively inhibited HsMetAP1 without Co(II). Subsequently, we demonstrated that 11j, an auxiliary metal-dependent inhibitor, effectively inhibited HsMetAP1 in primary cells. This is the first report that an HsMetAP1-selective inhibitor is effective against its target in cells.

  DOI：

  10.1021/jm400227z

文献信息

• 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。
• [EN] INHIBITORS OF HUMAN METHIONINE AMINOPEPTIDASE 1 AND METHODS OF TREATING DISORDERS<br/>[FR] INHIBITEURS DE LA MÉTHIONINE AMINOPEPTIDASE HUMAINE 1 ET PROCÉDÉS DE TRAITEMENT DE TROUBLES
  申请人：LIU JUN O

  公开号：WO2009064388A3

  公开（公告）日：2009-08-27
• PYRIDINYL-QUINAZOLINE DERIVATIVES AND THEIR MEDICAL USE
  申请人：NeuroSearch A/S

  公开号：EP1966184A2

  公开（公告）日：2008-09-10
• INHIBITORS OF HUMAN METHIONINE AMINOPEPTIDASE 1 AND METHODS OF TREATING DISORDERS
  申请人：Liu Jun O.

  公开号：US20110124649A1

  公开（公告）日：2011-05-26

  Described herein are novel pyrimidine-pyridine compounds, methods of inhibiting methionine aminopeptidase and treating disorders (or symptoms thereof) associated with methionine aminopeptidase, wherein a compound of the invention is administered to a subject.
• [EN] PYRIDINYL-QUINAZOLINE DERIVATIVES AND THEIR MEDICAL USE<br/>[FR] DERIVES DE PYRIDINYL-QUINAZOLINE ET LEUR UTILISATION MEDICALE
  申请人：NEUROSEARCH AS

  公开号：WO2007071632A2

  公开（公告）日：2007-06-28

  [EN] 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.
  [FR] La présente invention concerne de nouveaux dérivés de pyridinyl-quinazoline et leur utilisation en tant qu'agents modulateurs de canal potassique. De plus, l'invention concerne des compositions pharmaceutiques utiles pour le traitement ou l'atténuation de maladies ou troubles associés à l'activité de canaux potassiques.