[4,4']azoxyquinoline-1,1'-dioxide | 1168-15-6

• 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: [4,4']azoxyquinoline-1,1'-dioxide
• 英文别名: [4,4']Azoxychinolin-1,1'-dioxid；4,4'-Azoxy-dichinolin-1,1'-dioxid；4,4'-Azoxydichinolin 1,1'-dioxid；Quinoline, 4,4'-azoxydi-, 1,1'-dioxide；(1-oxidoquinolin-1-ium-4-yl)-[(1-oxidoquinolin-4-ylidene)amino]-oxoazanium
• CAS: 1168-15-6
• 化学式: C₁₈H₁₂N₄O₃
• 分子量: 332.318
• InChiKey: FMGULZCZUBWLHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基氨基喹啉 N-氧化物 在 ammonium hydroxide 、 copper(II) sulfate 作用下， 生成 [4,4']azoxyquinoline-1,1'-dioxide
  参考文献：
  名称：

  OCHIAI; OHTA; NOMURA, Pharmaceutical bulletin, 1957, vol. 5, # 4, p. 310 - 313

  摘要：

  DOI：

文献信息

• On the photochemistry of 4-azidoquinoline 1-oxide: Structural elucidation of primary photoproduct
  作者：Larry Sallans、James S. Poole

  DOI：10.1016/j.molstruc.2011.07.006

  日期：2011.9

  Abstract The primary product of the photolysis of 4-azidoquinoline 1-oxide ( 1 ) is believed to be the azo-dimer ( 4 ), consistent with the photochemistry of the pyridine analogue ( 2 ). This species has not been unambiguously identified, and previous workers have only isolated various isomers of the azoxy species ( 5 ). A combined IR, NMR, LC/MS and computational study confirms the structure 4 as

  摘要 4-叠氮喹啉 1-氧化物 (1) 光解的主要产物被认为是偶氮二聚体 (4)，这与吡啶类似物 (2) 的光化学一致。该物种尚未明确鉴定，以前的工作人员仅分离出偶氮物种的各种异构体 (5)。结合 IR、NMR、LC/MS 和计算研究证实结构 4 是 1 在 355 nm 处光解的主要产物，表明 5 来自 4 的二次光化学。
• Concerning model metabolites of the carcinogen 4-nitroquinoline 1-oxide. Reactivity of 1-acetoxy-4-(hydroxyimino)-1,4-dihydroquinoline
  作者：Martine Demeunynck、Najat Tohme、Marie France Lhomme、John M. Mellor、Jean Lhomme

  DOI：10.1021/jo00263a027

  日期：1989.1
• 4-azidoquinoline N-oxide: Synthesis and photolysis
  作者：K. V. Shaforost、A. V. Ryzhakov、L. L. Rodina

  DOI：10.1134/s1070428008050163

  日期：2008.5

  In photolysis of 4-azidoquinoline N-oxide azoxy compound was isolated as the final reaction product. This result may be ascribed to the dimerization of the intermediate nitrene to azo compound followed by oxidation of the latter with air oxygen. The initially arising nitrene is stabilized by resonance conjugation involving the aromatic system and the N-oxide group. The rate constants of 4-azidoquinoline N-oxide photolysis were measured in various solvents and the values of spin density and bond lengths in the formed nitrene were calculated.