4-bromo-8-methoxy-6-methyl-5-nitroquinoline | 620949-48-6

• 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-bromo-8-methoxy-6-methyl-5-nitroquinoline
• CAS: 620949-48-6
• 化学式: C₁₁H₉BrN₂O₃
• 分子量: 297.108
• InChiKey: DNRXVPDZOKBOMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  441.3±40.0 °C(Predicted)
• 密度：
  1.605±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-bromo-8-methoxy-6-methyl-5-nitroquinoline 在 四(三苯基膦)钯 sodium periodate 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 52.0h， 生成 8-methoxy-5-nitro-4-phenyl-6-quinolinecarbaldehyde
  参考文献：
  名称：

  Total Synthesis of Styelsamine C, and Formal Synthesis of Norsegoline

  摘要：

  Two fused tetracyclic aromatic alkaloids, styelsamine C (3) from the ascidian Eusynstyela latericius, and norsegoline (5) from the marine tunicate Eudistoma sp., were synthesized using a biaryl cross-coupling reaction.

  DOI：

  10.3987/com-05-10442
• 作为产物：
  描述：

  2-甲氧基-4-甲基-5-硝基苯胺 以 二苯醚 为溶剂， 反应 7.75h， 生成 4-bromo-8-methoxy-6-methyl-5-nitroquinoline
  参考文献：
  名称：

  Total Synthesis of Styelsamine C, and Formal Synthesis of Norsegoline

  摘要：

  Two fused tetracyclic aromatic alkaloids, styelsamine C (3) from the ascidian Eusynstyela latericius, and norsegoline (5) from the marine tunicate Eudistoma sp., were synthesized using a biaryl cross-coupling reaction.

  DOI：

  10.3987/com-05-10442

文献信息

• Total Synthesis of Styelsamine C, a Cytotoxic Fused Tetracyclic Aromatic Alkaloid
  作者：Shinsuke Nakahara、Akinori Kubo

  DOI：10.3987/com-03-9827

  日期：——

  A cytotoxic fused tetracyclic aromatic alkaloid, styelsamine C (3) from the ascidian Eusynstyela latericius, was synthesized utilizing biaryl cross-coupling reaction.
• Synthesis of Arnoamine B and Related Compounds
  作者：Shinsuke Nakahara、Akinori Kubo、Yuzuru Mikami、Hiroki Mitani

  DOI：10.3987/com-07-11074

  日期：——

  The synthesis of amoamine B (4), which inhibits the catalytic activity of topoisomerase 11 and exhibits selective cytotoxicity against human tumor cell lines, was achieved in four steps from 4-bromo-8-methoxy-6-methyl-5-nitroquinoline (6). The related compounds 11 similar to 14 were also synthesized, and the antimicrobial activities of 4 and its seven related compounds 6, 8, 9, and 11 similar to 14 were investigated.
• Total Synthesis of Styelsamine C, and Formal Synthesis of Norsegoline
  作者：Shinsuke Nakahara、Akinori Kubo

  DOI：10.3987/com-05-10442

  日期：——

  Two fused tetracyclic aromatic alkaloids, styelsamine C (3) from the ascidian Eusynstyela latericius, and norsegoline (5) from the marine tunicate Eudistoma sp., were synthesized using a biaryl cross-coupling reaction.