2-isopropyl-6-(morpholine-4-sulfonyl)-3,4-quinolinedicarboxylic acid | 753482-42-7

• 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: 2-isopropyl-6-(morpholine-4-sulfonyl)-3,4-quinolinedicarboxylic acid
• 英文别名: 6-Morpholin-4-ylsulfonyl-2-propan-2-ylquinoline-3,4-dicarboxylic acid
• CAS: 753482-42-7
• 化学式: C₁₈H₂₀N₂O₇S
• 分子量: 408.432
• InChiKey: BYRJKZQDBLPPHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-isopropyl-6-(morpholine-4-sulfonyl)-3,4-quinolinedicarboxylic acid 在 吡啶 、 乙酸酐 作用下， 反应 4.0h， 生成 2-(2-Hydroxy-ethyl)-4-isopropyl-8-(morpholine-4-sulfonyl)-pyrrolo[3,4-c]quinoline-1,3-dione
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of 4-Substituted 2-(2-Acetyloxyethyl)-8-(morpholine- 4-sulfonyl)pyrrolo[3,4-c]quinoline- 1,3-diones as Potent Caspase-3 Inhibitors

  摘要：

  Synthesis, biological evaluation, and SAR dependencies for a series of novel 1,3-dioxo-2,3-dihydro-1H-pyrrolo-[3,4-c]quinoline inhibitors of caspase-3 are described. The inhibitory activity of the synthesized compounds is highly dependent on the nature of 4-substituents on the core scaffold. 4-Methyl-and 4-phenyl-substituted derivatives, which were the most active compounds within this series, inhibited caspase-3 with IC50 of 23 and 27 nM, respectively.

  DOI：

  10.1021/jm048987t
• 作为产物：
  描述：

  5-(4-吗啉磺酰基)-1H-吲哚-2,3-二酮 、 异丁酰醋酸甲酯 在 氢氧化钾 作用下， 反应 12.0h， 生成 2-isopropyl-6-(morpholine-4-sulfonyl)-3,4-quinolinedicarboxylic acid
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of 4-Substituted 2-(2-Acetyloxyethyl)-8-(morpholine- 4-sulfonyl)pyrrolo[3,4-c]quinoline- 1,3-diones as Potent Caspase-3 Inhibitors

  摘要：

  Synthesis, biological evaluation, and SAR dependencies for a series of novel 1,3-dioxo-2,3-dihydro-1H-pyrrolo-[3,4-c]quinoline inhibitors of caspase-3 are described. The inhibitory activity of the synthesized compounds is highly dependent on the nature of 4-substituents on the core scaffold. 4-Methyl-and 4-phenyl-substituted derivatives, which were the most active compounds within this series, inhibited caspase-3 with IC50 of 23 and 27 nM, respectively.

  DOI：

  10.1021/jm048987t