N-(2-aminophenyl)-4-hydroxy-2-oxo-1-phenylquinoline-3-carboxamide | 941672-02-2

• 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: N-(2-aminophenyl)-4-hydroxy-2-oxo-1-phenylquinoline-3-carboxamide
• CAS: 941672-02-2
• 化学式: C₂₂H₁₇N₃O₃
• 分子量: 371.395
• InChiKey: WUAYOXQACKJBIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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-(2-aminophenyl)-4-hydroxy-2-oxo-1-phenylquinoline-3-carboxamide 、 DL-α-硫辛酸-NHS 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到N-[2-[5-(dithiolan-3-yl)pentanoylamino]phenyl]-4-hydroxy-2-oxo-1-phenylquinoline-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
• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 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-(2-aminophenyl)-4-hydroxy-2-oxo-1-phenylquinoline-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

• 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.