Methyl 7-fluoro-1,4-dihydro-6-methoxy-4-oxo-2-quinolinecarboxylate | 19271-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: Methyl 7-fluoro-1,4-dihydro-6-methoxy-4-oxo-2-quinolinecarboxylate
• 英文别名: methyl 7-fluoro-6-methoxy-4-oxo-1H-quinoline-2-carboxylate
• CAS: 19271-20-6
• 化学式: C₁₂H₁₀FNO₄
• mdl: MFCD25943925
• 分子量: 251.214
• InChiKey: BXXDDEQCPMRWAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 7-fluoro-1,4-dihydro-6-methoxy-4-oxo-2-quinolinecarboxylate 在 sodium hydride 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Quinoline-Carboxylic acids are potent inhibitors that inhibit the binding of insulin-Like growth factor (IGF) to IGF-Binding proteins

  摘要：

  4-Benzylquinolines 5, based on a series of isoquinolines 1, were prepared and tested as inhibitors of the IGF/IGFBP-3 complex based on their ability to displace IGF-I from its binding to IGF-binding protein-3. SAR studies on the 6,7-dihydroxy moiety of the quinoline 5a showed that the catecol moiety could be replaced with other functional groups. Computational modeling of the 5a/mini-IGFBP-5 complex revealed the possible binding site of 5a on IGFBP-5. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00322-6
• 作为产物：
  描述：

  3-氟-4-甲氧基苯胺 、 丁炔二酸二甲酯 生成 Methyl 7-fluoro-1,4-dihydro-6-methoxy-4-oxo-2-quinolinecarboxylate
  参考文献：
  名称：

  Quinoline-Carboxylic acids are potent inhibitors that inhibit the binding of insulin-Like growth factor (IGF) to IGF-Binding proteins

  摘要：

  4-Benzylquinolines 5, based on a series of isoquinolines 1, were prepared and tested as inhibitors of the IGF/IGFBP-3 complex based on their ability to displace IGF-I from its binding to IGF-binding protein-3. SAR studies on the 6,7-dihydroxy moiety of the quinoline 5a showed that the catecol moiety could be replaced with other functional groups. Computational modeling of the 5a/mini-IGFBP-5 complex revealed the possible binding site of 5a on IGFBP-5. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00322-6