(E)-N-[4-(3-bromoanilino)-3-cyano-1,7-naphthyridin-6-yl]-4-(dimethylamino)but-2-enamide

• 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: (E)-N-[4-(3-bromoanilino)-3-cyano-1,7-naphthyridin-6-yl]-4-(dimethylamino)but-2-enamide
• 化学式: C₂₁H₁₉BrN₆O
• 分子量: 451.325
• InChiKey: MFFPMIGCSMORHY-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  93.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氟-5-氨基吡啶 在 正丁基锂 、 草酰氯 、 四甲基乙二胺 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 306.0h， 生成 (E)-N-[4-(3-bromoanilino)-3-cyano-1,7-naphthyridin-6-yl]-4-(dimethylamino)but-2-enamide
  参考文献：
  名称：

  Syntheses and EGFR kinase inhibitory activity of 6-substituted-4-anilino [1,7] and [1,8] naphthyridine-3-carbonitriles

  摘要：

  The syntheses and EGFR kinase inhibitory activity of a series of 6-substituted-4-anilino [1,7] and [1,8] naphthyridine-3carbonitriles are described. Both reversible and irreversible binding inhibitors were prepared. These series were compared with each other and with the corresponding 4-anilinoquinoline-3-carbonitriles. Compounds having a 1,7-naphthyridine core structure can retain high potency while those with a 1,8-naphthyridine core are significantly less active. These results are consistent with molecular modeling observations. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.034

文献信息

• Syntheses and EGFR kinase inhibitory activity of 6-substituted-4-anilino [1,7] and [1,8] naphthyridine-3-carbonitriles
  作者：Allan Wissner、Philip R. Hamann、Ramaswamy Nilakantan、Lee M. Greenberger、Fei Ye、Timothy A. Rapuano、Frank Loganzo

  DOI：10.1016/j.bmcl.2004.01.034

  日期：2004.3

  The syntheses and EGFR kinase inhibitory activity of a series of 6-substituted-4-anilino [1,7] and [1,8] naphthyridine-3carbonitriles are described. Both reversible and irreversible binding inhibitors were prepared. These series were compared with each other and with the corresponding 4-anilinoquinoline-3-carbonitriles. Compounds having a 1,7-naphthyridine core structure can retain high potency while those with a 1,8-naphthyridine core are significantly less active. These results are consistent with molecular modeling observations. (C) 2004 Elsevier Ltd. All rights reserved.