8-(3-fluoro-4-methoxyphenyl)-N-(4-(3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)phenyl)quinazolin-2-amine | 1292267-48-1

• 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: 8-(3-fluoro-4-methoxyphenyl)-N-(4-(3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)phenyl)quinazolin-2-amine
• 英文别名: 8-(3-fluoro-4-methoxyphenyl)-N-[4-(3-pyridin-2-yl-1,2,4-triazol-1-yl)phenyl]quinazolin-2-amine
• CAS: 1292267-48-1
• 化学式: C₂₈H₂₀FN₇O
• 分子量: 489.512
• InChiKey: PXUXFHCHDUJREO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  90.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  8-bromo-N-(4-(3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)phenyl)quinazolin-2-amine 、 3-氟-4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 8-(3-fluoro-4-methoxyphenyl)-N-(4-(3-(pyridin-2-yl)-1H-1,2,4-triazol-1-yl)phenyl)quinazolin-2-amine
  参考文献：
  名称：

  Synthesis and SAR of novel quinazolines as potent and brain-penetrant c-jun N-terminal kinase (JNK) Inhibitors

  摘要：

  Quinazoline 3 was discovered as a novel c-jun N-terminal kinase (JNK) inhibitor with good brain penetration and pharmacokinetic (PK) properties. A number of analogs which were potent both in the biochemical and cellular assays were discovered. Quinazoline 13a was found to be a potent JNK3 inhibitor (IC50 = 40 nM), with > 500-fold selectivity over p38, and had good PK and brain penetration properties. With these properties, 13a is considered a potential candidate for in vivo evaluation. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.079

文献信息

• Synthesis and SAR of novel quinazolines as potent and brain-penetrant c-jun N-terminal kinase (JNK) Inhibitors
  作者：Yuanjun He、Theodore M. Kamenecka、Youseung Shin、Xinyi Song、Rong Jiang、Romain Noel、Derek Duckett、Weimin Chen、Yuan Yuan Ling、Michael D. Cameron、Li Lin、Susan Khan、Marcel Koenig、Philip V. LoGrasso

  DOI：10.1016/j.bmcl.2011.01.079

  日期：2011.3

  Quinazoline 3 was discovered as a novel c-jun N-terminal kinase (JNK) inhibitor with good brain penetration and pharmacokinetic (PK) properties. A number of analogs which were potent both in the biochemical and cellular assays were discovered. Quinazoline 13a was found to be a potent JNK3 inhibitor (IC50 = 40 nM), with > 500-fold selectivity over p38, and had good PK and brain penetration properties. With these properties, 13a is considered a potential candidate for in vivo evaluation. (C) 2011 Elsevier Ltd. All rights reserved.