| 1207871-99-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• CAS: 1207871-99-5
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: ABYIZXXNINJPLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.01
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  乙酰甲喹 在 sodium tetrahydroborate 、 sodium dithionite 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  喹烯酮四种代谢产物的化学合成方法

  摘要：

  本发明涉及喹烯酮四种主要代谢物脱二氧喹烯酮，脱二氧喹烯酮侧链羰基还原产物，N1-脱氧喹烯酮和N4-脱氧喹烯酮侧链羰基还原产物的合成方法。脱二氧喹烯酮的合成是以连二亚硫酸钠对乙酰甲喹脱氧，生成中间体脱二氧乙酰甲喹，再与苯甲醛缩合，得脱二氧喹烯酮。接着以硼氢化钠对其侧链羰基进行还原，得脱二氧喹烯酮侧链羰基还原产物。以亚磷酸三甲酯对乙酰甲喹选择性脱氧生成N1-脱氧乙酰甲喹，与苯甲醛缩合，得N1-脱氧喹烯酮。用合适的胺对乙酰甲喹选择性脱氧生成N1-脱氧乙酰甲喹，与苯甲醛缩合，得N1-脱氧喹烯酮，以硼氢化钠对其侧链的羰基还原，得N4-脱氧喹烯酮侧链羰基还原产物。

  公开号：

  CN103420926B

文献信息

• Convenient synthesis of quinocetone metabolites: Characterization, theoretical investigation, and cytotoxicity study
  作者：Jiaheng Zhang、Linxia Li、Yubo Li、Bing Peng、Songqing Li、Zhiqiang Zhou、Haixiang Gao、Suxia Zhang

  DOI：10.1016/j.molstruc.2012.04.071

  日期：2012.8

  Quinocetone (3-methyl-2-quinoxalinbenzenevinylketo-1,4-dioxide; QCT) is a new promising antimicrobial growth promoter for quinoxalines. The identification of the major metabolites of QCT has resulted in a number of studies regarding its metabolic pathway. However, little is known about the systematic synthesis, characterization, and simultaneous determination of its metabolites. To obtain system data for the four main metabolites of QCT, a convenient synthesis of these compounds was performed. All synthesized compounds were characterized by infrared spectroscopy, nuclear magnetic resonance, and high-resolution mass spectroscopy. The theoretical N-O bond dissociation enthalpies (BDEs) and octanol-water partition coefficient (K-ow) were estimated. A cytotoxicity assay for these compounds in hepatocytes isolated from rats was proposed, and the cytotoxicity results were evaluated based on the calculated N-O BDEs. (C) 2012 Elsevier B.V. All rights reserved.