3-(4-Methoxy-phenyl)-quinoxaline-5-carboxylic acid amide

• 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: 3-(4-Methoxy-phenyl)-quinoxaline-5-carboxylic acid amide
• 英文别名: 3-(4-Methoxyphenyl)quinoxaline-5-carboxamide
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: XLKSSLKAULIQEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氨基苯甲酰胺盐酸盐 、 alpha-溴-4-甲氧基苯乙酮 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 3-(4-Methoxy-phenyl)-quinoxaline-5-carboxylic acid amide 、 2-(4-Methoxy-phenyl)-quinoxaline-5-carboxylic acid amide
  参考文献：
  名称：

  Discovery of potent and selective PARP-1 and PARP-2 inhibitors: SBDD analysis via a combination of X-ray structural study and homology modeling

  摘要：

  We disclose herein our efforts aimed at discovery of selective PARP-1 and PARP-2 inhibitors. We have recently discovered several novel classes of quinazolinones, quinazolidinones, and quinoxalines as potent PARP-1 inhibitors, which may represent attractive therapeutic candidates. In PARP enzyme assays using recombinant PARP-1 and PARP-2, the quinazolinone derivatives displayed relatively high selectivity for PARP-1 and quinoxaline derivatives showed superior selectivity for PARP-2, and the quinazolidinone derivatives did not have selectivity for PARP-1/2. Structure-based drug design analysis via a combination of X-ray structural study utilizing the complexes of inhibitors and human PARP-1 catalytic domain, and homology modeling using murine PARP-2 suggested distinct interactions of inhibitors with PARP-1 and PARP-2. These findings provide a new structural framework for the design of selective inhibitors for PARP-1 and PARP-2. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.09.061

文献信息

• [EN] QUINOXALINE DERIVATIVES WHICH HAVE PARP INHIBITORY ACTION<br/>[FR] DERIVES DE QUINOXALINE AYANT UNE ACTION INHIBITRICE SUR PARP
  申请人：FUJISAWA PHARMACEUTICAL CO

  公开号：WO2003007959A1

  公开（公告）日：2003-01-30

  Quinoxaline derivatives provided by this invention are represented by the formula (I): wherein R?1, R2, R3, R4¿ and the ring A are as defined in the specification, and have poly(adenosine 5'-diphaspho-ribose)polymerase (PARP) inhibitory action.

  本发明提供的喹噁啉衍生物由公式(I)表示：其中R?1，R2，R3，R4和环A如规范中所定义，并具有聚腺苷酸5'-二磷酸核糖酶（PARP）抑制作用。