N-(4-aminophenyl)-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide | 84088-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-aminophenyl)-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide
• 英文别名: N-(4-aminophenyl)-4-hydroxy-1-methyl-2-oxoquinoline-3-carboxamide
• CAS: 84088-74-4
• 化学式: C₁₇H₁₅N₃O₃
• 分子量: 309.324
• InChiKey: HYCYCWMQUWRXRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  95.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-aminophenyl)-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide 在 吡啶 、 乙酸酐 作用下， 以 水 为溶剂， 生成 N-(4-acetylaminophenyl)-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide
  参考文献：
  名称：

  Heterocyclic carboxamides, compositions containing such compounds,

  摘要：

  本发明涉及一种新型杂环羧酰胺，其能够增强免疫系统的活性，以及其制备方法。本发明还涉及含有上述化合物的药物组合物和治疗方法。

  公开号：

  US04547511A1
• 作为产物：
  描述：

  N-甲基蒽 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 N-(4-aminophenyl)-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide
  参考文献：
  名称：

  Design and Synthesis of Novel Quinolinone-3-aminoamides and Their α-Lipoic Acid Adducts as Antioxidant and Anti-inflammatory Agents

  摘要：

  A series of N-substituted-quinolinone-3-aminoamides and their hybrids containing the alpha-lipoic acid functionality were designed and synthesized as potential bifunctional agents combining antioxidant and anti-inflammatory activity. The new compounds were evaluated for their antioxidant activity and for their ability to inhibit in vitro lipoxygenase as well as for their anti-inflammatory activity in vivo. In general, the derivatives were found to be potent antioxidant or anti-inflammatory agents. The results are discussed in terms of structure-activity relationships and an attempt is made to define the structural features required for activity.

  DOI：

  10.1021/jm061173n

文献信息

• N-aryl-1,2-dihydro-4-substituted-1-alkyl-2-oxo-quinoline-3-carboxamides
  申请人：Aktiebolaset Leo

  公开号：US04738971A1

  公开（公告）日：1988-04-19

  This invention relates to novel heterocyclic carboxamides which increase the activity of the immune system and to the preparation thereof. The invention is also concerned with pharmaceutical compositions containing the said compounds and methods of treatment therewith.

  本发明涉及一种新型杂环羧酰胺，它可以增强免疫系统的活性，并涉及其制备方法。本发明还涉及包含该化合物的制药组合物和使用该组合物进行治疗的方法。
• Heterocyclic carboxamides, compositions containing such compounds, processes for their preparation and methods of treatment therewith
  申请人：AB LEO

  公开号：EP0059698B1

  公开（公告）日：1985-09-25
• US4547511A
  申请人：——

  公开号：US4547511A

  公开（公告）日：1985-10-15
• US4738971A
  申请人：——

  公开号：US4738971A

  公开（公告）日：1988-04-19
• Design and Synthesis of Novel Quinolinone-3-aminoamides and Their α-Lipoic Acid Adducts as Antioxidant and Anti-inflammatory Agents
  作者：Anastasia Detsi、Dionysia Bouloumbasi、Kyriakos C. Prousis、Maria Koufaki、Giorgos Athanasellis、Georgia Melagraki、Antreas Afantitis、Olga Igglessi-Markopoulou、Christos Kontogiorgis、Dimitra J. Hadjipavlou-Litina

  DOI：10.1021/jm061173n

  日期：2007.5.1

  A series of N-substituted-quinolinone-3-aminoamides and their hybrids containing the alpha-lipoic acid functionality were designed and synthesized as potential bifunctional agents combining antioxidant and anti-inflammatory activity. The new compounds were evaluated for their antioxidant activity and for their ability to inhibit in vitro lipoxygenase as well as for their anti-inflammatory activity in vivo. In general, the derivatives were found to be potent antioxidant or anti-inflammatory agents. The results are discussed in terms of structure-activity relationships and an attempt is made to define the structural features required for activity.