7-methylaminomethylene-8-oxo-7,8-dihydroquinoline-5-carbaldehyde | 1148056-47-6

• 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: 7-methylaminomethylene-8-oxo-7,8-dihydroquinoline-5-carbaldehyde
• 英文别名: 7-(methylaminomethylidene)-8-oxoquinoline-5-carbaldehyde
• CAS: 1148056-47-6
• 化学式: C₁₂H₁₀N₂O₂
• 分子量: 214.224
• InChiKey: KZQANWDXUGKFQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  59.06
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7-methylaminomethylene-8-oxo-7,8-dihydroquinoline-5-carbaldehyde 、 异丙胺 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 以85%的产率得到8-oxo-7-[(propan-2-ylamino)methylidene]quinoline-5-carbaldehyde
  参考文献：
  名称：

  Antidyslipidemic and antioxidative activities of 8-hydroxyquinoline derived novel keto-enamine Schiffs bases

  摘要：

  8-Hydroxyquinoline when subjected to Duff reaction resulted in the formation of unexpected 7-methylaminomethylene-8-oxo-7, 8-dihydroquinoline-5-carbaldehyde 2, which existed in the keto-enamine form, in which the aromaticity of the relevant ring was disrupted, which upon subsequent treatment with various primary amines resulted in its nucleophilic substitution of aliphatic methyl amine. These interesting novel derivatives were evaluated in vitro for their antioxidant and in vivo for their anti-dyslipidemic and post-heparin lipolytic activities. Compound 6 was found to be most active anti-dyslipidemic and antioxidative agent in this series, respectively, and thus represent a new class of promising lead. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.08.004
• 作为产物：
  描述：

  8-羟基喹啉 、 乌洛托品 在 三氟乙酸 、 硫酸 、 水 作用下， 反应 3.0h， 以90%的产率得到7-methylaminomethylene-8-oxo-7,8-dihydroquinoline-5-carbaldehyde
  参考文献：
  名称：

  Antidyslipidemic and antioxidative activities of 8-hydroxyquinoline derived novel keto-enamine Schiffs bases

  摘要：

  8-Hydroxyquinoline when subjected to Duff reaction resulted in the formation of unexpected 7-methylaminomethylene-8-oxo-7, 8-dihydroquinoline-5-carbaldehyde 2, which existed in the keto-enamine form, in which the aromaticity of the relevant ring was disrupted, which upon subsequent treatment with various primary amines resulted in its nucleophilic substitution of aliphatic methyl amine. These interesting novel derivatives were evaluated in vitro for their antioxidant and in vivo for their anti-dyslipidemic and post-heparin lipolytic activities. Compound 6 was found to be most active anti-dyslipidemic and antioxidative agent in this series, respectively, and thus represent a new class of promising lead. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.08.004

文献信息

• Antidyslipidemic and antioxidative activities of 8-hydroxyquinoline derived novel keto-enamine Schiffs bases
  作者：Koneni V. Sashidhara、Abdhesh Kumar、Gitika Bhatia、M.M. Khan、A.K. Khanna、J.K. Saxena

  DOI：10.1016/j.ejmech.2008.08.004

  日期：2009.4

  8-Hydroxyquinoline when subjected to Duff reaction resulted in the formation of unexpected 7-methylaminomethylene-8-oxo-7, 8-dihydroquinoline-5-carbaldehyde 2, which existed in the keto-enamine form, in which the aromaticity of the relevant ring was disrupted, which upon subsequent treatment with various primary amines resulted in its nucleophilic substitution of aliphatic methyl amine. These interesting novel derivatives were evaluated in vitro for their antioxidant and in vivo for their anti-dyslipidemic and post-heparin lipolytic activities. Compound 6 was found to be most active anti-dyslipidemic and antioxidative agent in this series, respectively, and thus represent a new class of promising lead. (C) 2008 Elsevier Masson SAS. All rights reserved.