1-(3,7-dimethylquinoxalin-2-yl)ethanone | 38953-60-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-(3,7-dimethylquinoxalin-2-yl)ethanone
• CAS: 38953-60-5
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: KUZYWFVQKCSDLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3,7-dimethylquinoxalin-2-yl)ethanone 在 potassium hydroxide 、 sodium hydroxide 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 48.0h， 生成 4-(3,7-dimethylquinoxalin-2-yl)-6-(3,4,5-trimethoxyphenyl)pyrimidin-2-ylamine
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Quinoxaline Derivatives as Antioxidant and Anti-Inflammatory Agents

  摘要：

  We report the synthesis, anti‐inflammatory, and antioxidant activities of novel quinoxaline and quinoxaline 1,4‐di‐N‐oxide derivatives. Microwave‐assisted methods have been used to optimize reaction times and to improve yields. The tested compounds presented important scavenging activities and promising in vitro inhibition of soybean lipoxygenase (LOX). Two of the best LOX inhibitors (compounds 7b and 8f) were evaluated as in vivo anti‐inflammatory agents using the carrageenin‐induced edema model. One of them (compound 7b) showed important in vivo anti‐inflammatory effect (41%) similar to that of indomethacin (47%) used as the reference drug.

  DOI：

  10.1111/j.1747-0285.2011.01076.x
• 作为产物：
  描述：

  在 sodium dithionite 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 1-(3,7-dimethylquinoxalin-2-yl)ethanone
  参考文献：
  名称：

  Synthesis and Biological Evaluation of New Quinoxaline Derivatives as Antioxidant and Anti-Inflammatory Agents

  摘要：

  We report the synthesis, anti‐inflammatory, and antioxidant activities of novel quinoxaline and quinoxaline 1,4‐di‐N‐oxide derivatives. Microwave‐assisted methods have been used to optimize reaction times and to improve yields. The tested compounds presented important scavenging activities and promising in vitro inhibition of soybean lipoxygenase (LOX). Two of the best LOX inhibitors (compounds 7b and 8f) were evaluated as in vivo anti‐inflammatory agents using the carrageenin‐induced edema model. One of them (compound 7b) showed important in vivo anti‐inflammatory effect (41%) similar to that of indomethacin (47%) used as the reference drug.

  DOI：

  10.1111/j.1747-0285.2011.01076.x

文献信息

• Quinoxaline synthesis in novel tandem one-pot protocol
  作者：B.S.P. Anil Kumar、B. Madhav、K. Harsha Vardhan Reddy、Y.V.D. Nageswar

  DOI：10.1016/j.tetlet.2011.03.110

  日期：2011.6

  A variety of quinoxalines were synthesized via tandem one-pot procedure for the first time in water medium. The key strategy was the in situ preparation of alpha-halo-beta-keto esters by the reaction of N-bromo succinimide with beta-keto esters and further condensation with phenylene diamines. This novel eco-friendly approach offers an easy, efficient, and mild synthesis of highly substituted quinoxalines in good yields. (C) 2011 Elsevier Ltd. All rights reserved.