N,1-二甲基-2-氧代-N-苯基喹啉-3-甲酰胺 | 551936-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,1-二甲基-2-氧代-N-苯基喹啉-3-甲酰胺
• 英文名称: N,1-dimethyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide
• 英文别名: 4-desoxylinomide；N,1-dimethyl-2-oxo-N-phenylquinoline-3-carboxamide
• CAS: 551936-81-3
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: FGBFZBPAUGTKOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氧代-1,2-二氢喹啉-3-羧酸乙酯 在 sodium hydroxide 、 氯化亚砜 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N,1-二甲基-2-氧代-N-苯基喹啉-3-甲酰胺
  参考文献：
  名称：

  Structure–activity relationships studies of the anti-angiogenic activities of linomide

  摘要：

  The synthesis and anti-angiogenic activities of linomide and its analogues are reported. Three of the analogues are 3.3-69 times more potent than linomide at inhibiting blood vessel formation in the CAM angiogenesis assay. These compounds possessed considerable anti-proliferative activity against isolated HUVEC cells with no activity against epithelial-derived prostate tumor cells. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00047-7

文献信息

• Visible-Light-Mediated Aerobic Oxidation of <i>N</i>-Alkylpyridinium Salts under Organic Photocatalysis
  作者：Yunhe Jin、Lunyu Ou、Haijun Yang、Hua Fu

  DOI：10.1021/jacs.7b07883

  日期：2017.10.11

  Quinolones and isoquinolones exhibit diverse biological and pharmaceutical activities, and their synthesis is highly desirable under mild conditions. Here, a highly efficient and environmentally friendly visible light-mediated aerobic oxidation of readily available N-alkylpyridinium salts has been developed with Eosin Y as the organic photocatalyst and air as the terminal oxidant, and the reaction

  喹诺酮类和异喹诺酮类具有多种生物和药物活性，它们的合成在温和条件下非常理想。在这里，以曙红Y为有机光催化剂，空气为末端氧化剂，开发了一种高效且环保的可见光介导的易获得的N-烷基吡啶盐的有氧氧化，该反应以良好的收率提供了喹诺酮类和异喹诺酮类。该方法显示出许多优点，包括条件温和、环境友好、效率高、对宽官能团的耐受性和成本低。此外，使用我们的方法有效地制备了具有重要药物活性的4-脱氧亚胺。因此，本方法应为合成和修饰 N-杂环提供一种新颖且有用的策略。
• Structure–activity relationships studies of the anti-angiogenic activities of linomide
  作者：Jiandong Shi、Zili Xiao、Michael A Ihnat、Chandrashekhar Kamat、Bulbul Pandit、Zhigen Hu、Pui-Kai Li

  DOI：10.1016/s0960-894x(03)00047-7

  日期：2003.3

  The synthesis and anti-angiogenic activities of linomide and its analogues are reported. Three of the analogues are 3.3-69 times more potent than linomide at inhibiting blood vessel formation in the CAM angiogenesis assay. These compounds possessed considerable anti-proliferative activity against isolated HUVEC cells with no activity against epithelial-derived prostate tumor cells. (C) 2003 Elsevier Science Ltd. All rights reserved.