5,8-dihydro-5,8-dioxoquinoline-2-carboxaldehyde | 326801-24-5

• 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: 5,8-dihydro-5,8-dioxoquinoline-2-carboxaldehyde
• 英文别名: 5,8-Dioxoquinoline-2-carbaldehyde
• CAS: 326801-24-5
• 化学式: C₁₀H₅NO₃
• 分子量: 187.155
• InChiKey: KSYSTJQRGVQJBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8-羟基喹啉-2-甲醛 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 水 为溶剂， 反应 3.0h， 以74%的产率得到5,8-dihydro-5,8-dioxoquinoline-2-carboxaldehyde
  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

文献信息

• [EN] ANTI-INFLAMMATORY COMPOUNDS<br/>[FR] COMPOSES ANTI-INFLAMMATOIRES
  申请人：ITED NEW ZEALAND INST FOR CROP

  公开号：WO2006031134A1

  公开（公告）日：2006-03-23

  The invention relates to compounds of formula (I) or formula (II) which have anti-inflammatory activity and comprise a new class of NSAIDs. The compounds are therefore useful for treating inflammatory diseases or disorders. The invention also relates to pharmaceutical compositions containing these compounds, as well as methods of treating inflammatory diseases or disorders using compounds of formula (III) or formula (IV).

  本发明涉及式(I)或式(II)的化合物，具有抗炎活性，并包含一类新的非甾体抗炎药。因此，这些化合物可用于治疗炎症性疾病或疾患。本发明还涉及含有这些化合物的制药组合物，以及使用式(III)或式(IV)的化合物治疗炎症性疾病或疾患的方法。
• Anti-Inflammatory Compounds
  申请人：Denny Alexander William

  公开号：US20070265253A1

  公开（公告）日：2007-11-15

  The invention relates to compounds of formula (I) or formula (II) which have anti-inflammatory activity and comprise a new class of NSAIDs. The compounds are therefore useful for treating inflammatory diseases or disorders. The invention also relates to pharmaceutical compositions containing these compounds, as well as methods of treating inflammatory diseases or disorders using compounds of formula (III) or formula (IV).

  本发明涉及具有抗炎活性的式（I）或式（II）化合物，包括一种新的非甾体抗炎药类。因此，这些化合物可用于治疗炎症性疾病或疾病。本发明还涉及含有这些化合物的制药组合物，以及使用式（III）或式（IV）化合物治疗炎症性疾病或疾病的方法。
• Direct electrochemical synthesis of quinones from simple aromatics and heteroaromatics
  作者：Ling Zhang、Youtian Fu、Lei Yang、Liming Cao、Junjun Yi、Maolin Sun、Ruihua Cheng、Yueyue Ma、Jinxing Ye

  DOI：10.1039/d3cc01661g

  日期：——

  of quinones through direct oxidation of widely accessible arenes and heteroarenes under mild conditions. A variety of quinones and hetero quinones were prepared with moderate to good yields, without the involvement of the pre-functionalized substrates. In addition, this atom economic method also exhibits wide functional group tolerance, including C(sp2)–I bond, ester, aldehyde, and OTf groups. This

  我们开发了一种电化学策略，通过在温和条件下直接氧化广泛可及的芳烃和杂芳烃来合成醌。在不涉及预功能化底物的情况下，以中等到良好的收率制备了各种醌和杂醌。此外，这种原子经济学方法还表现出广泛的官能团耐受性，包括 C(sp 2 )–I 键、酯、醛和 OTf 基团。这种合成方法为 C(sp 2 )–H 键的转化提供了一种直接的原子经济方法。
• Efficient synthesis of substituted quinoline-5,8-quinones from 8-hydroxyquinolines by photooxygenation
  作者：Janine Cossy、Damien Belotti

  DOI：10.1016/s0040-4039(01)00727-4

  日期：2001.6

  Substituted quinoline-5,8-quinones were obtained in good yield by photooxygenation of substituted 8-hydroxyquinolines. (C) 2001 Elsevier Science Ltd. All rights reserved.
• ANTI-INFLAMMATORY COMPOUNDS
  申请人：NEW ZEALAND INSTITUTE FOR CROP & FOOD RESEARCH LIMITED

  公开号：EP1789422A1

  公开（公告）日：2007-05-30