8-amino-4-ethyl-2-methyl-6-methoxyquinoline | 73321-94-5

• 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: 8-amino-4-ethyl-2-methyl-6-methoxyquinoline
• 英文别名: 4-Ethyl-6-methoxy-2-methylquinolin-8-amine
• CAS: 73321-94-5
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: DFQNHSKEDWECPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  48.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-amino-4-ethyl-2-methyl-6-methoxyquinoline 在 三乙胺 、 肼 作用下， 以 乙醇 为溶剂， 反应 7.5h， 生成 8-<(4'-amino-1'-methylbutyl)amino>-4-ethyl-6-methoxy-2-methylquinoline
  参考文献：
  名称：

  Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogs as potential antiparasitics

  摘要：

  A series of 2,4-disubstituted 8-aminoquinoline analogues were synthesized and evaluated against Plasmodium berghei in mice and Leishmania donovani in hamsters. 8-[[6-(Diethylamino)hexyl]amino]-2-ethyl-6-methoxy-4-methylquinoline (8a) possessed significant activity against L. donovani. 2-Ethyl-4-methylprimaquine (7a) was evaluated against Plasmodium cynomolgi in rhesus monkey and found to have activity equal to that of primaquine.

  DOI：

  10.1021/jm00179a023
• 作为产物：
  描述：

  4-ethyl-6-methoxy-2-methyl-8-nitroquinoline 在 盐酸 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以90%的产率得到8-amino-4-ethyl-2-methyl-6-methoxyquinoline
  参考文献：
  名称：

  Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogs as potential antiparasitics

  摘要：

  A series of 2,4-disubstituted 8-aminoquinoline analogues were synthesized and evaluated against Plasmodium berghei in mice and Leishmania donovani in hamsters. 8-[[6-(Diethylamino)hexyl]amino]-2-ethyl-6-methoxy-4-methylquinoline (8a) possessed significant activity against L. donovani. 2-Ethyl-4-methylprimaquine (7a) was evaluated against Plasmodium cynomolgi in rhesus monkey and found to have activity equal to that of primaquine.

  DOI：

  10.1021/jm00179a023

文献信息

• CORROLLY F. I.; BERRANG B. D.; LINN C. P., J. MED. CHEM., 1980, 23, NO 5, 581-584
  作者：CORROLLY F. I.、 BERRANG B. D.、 LINN C. P.

  DOI：——

  日期：——
• Synthesis of 2,4-disubstituted 6-methoxy-8-aminoquinoline analogs as potential antiparasitics
  作者：F. Ivy Carroll、Bertold D. Berrang、C. Preston Linn

  DOI：10.1021/jm00179a023

  日期：1980.5

  A series of 2,4-disubstituted 8-aminoquinoline analogues were synthesized and evaluated against Plasmodium berghei in mice and Leishmania donovani in hamsters. 8-[[6-(Diethylamino)hexyl]amino]-2-ethyl-6-methoxy-4-methylquinoline (8a) possessed significant activity against L. donovani. 2-Ethyl-4-methylprimaquine (7a) was evaluated against Plasmodium cynomolgi in rhesus monkey and found to have activity equal to that of primaquine.