2-hydroxymethyl-5,8-dihydro-5,8-dioxoquinoline | 251652-78-5

• 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-hydroxymethyl-5,8-dihydro-5,8-dioxoquinoline
• 英文别名: 2-(Hydroxymethyl)quinoline-5,8-dione；2-(hydroxymethyl)quinoline-5,8-dione
• CAS: 251652-78-5
• 化学式: C₁₀H₇NO₃
• 分子量: 189.17
• InChiKey: ZQGZXMDCHBNXQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(羟甲基)喹啉-8-醇 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 水 为溶剂， 反应 3.0h， 以82%的产率得到2-hydroxymethyl-5,8-dihydro-5,8-dioxoquinoline
  参考文献：
  名称：

  Synthesis and anti-inflammatory structure–activity relationships of thiazine–quinoline–quinones: Inhibitors of the neutrophil respiratory burst in a model of acute gouty arthritis

  摘要：

  Sixteen new thiazine-quinoline-quinones have been synthesised, plus one bicyclic analogue. These compounds inhibited neutrophil superoxide production in vitro with IC(50)s as low 60 nM. Compounds with high in vitro anti-inflammatory activity were also tested in a mouse model of acute inflammation. The most active compounds inhibited both neutrophil infiltration and superoxide production at doses 2.5 mu mol/kg, highlighting their potential for development as novel NSAIDs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.052