8-amino-5,6-methylenedioxy-4-methylquinoline | 64993-06-2

• 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-5,6-methylenedioxy-4-methylquinoline
• 英文别名: 9-methyl-2H-[1,3]dioxolo[4,5-f]quinolin-5-amine；9-methyl-[1,3]dioxolo[4,5-f]quinolin-5-amine
• CAS: 64993-06-2
• 化学式: C₁₁H₁₀N₂O₂
• 分子量: 202.213
• InChiKey: DYMRREZETGXUKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-amino-5,6-methylenedioxy-4-methylquinoline 在 一水合肼 、 三乙胺 作用下， 以 乙二醇乙醚 、 乙醇 为溶剂， 反应 3.0h， 生成 N⁴-(9-Methyl-[1,3]dioxolo[4,5-f]quinolin-5-yl)-pentane-1,4-diamine
  参考文献：
  名称：

  Antimalarials. 13. 5-Alkoxy analogs of 4-methylprimaquine

  摘要：

  A series of nuclear and side-chain analogues of 4-methylprimaquine incorporating an alkoxy group in the 5-position of the quinoline nucleus has been prepared. The compounds were tested for suppressive antimalarial activity against Plasmodium berghei in mice and for radical curative antimalarial activity against Plasmodium cynomolgi in the rhesus monkey. Although the toxicity problems characteristic of the 8-aminoquinolines were not overcome, several of the compounds, surprisingly, were highly effective as both blood and tissue schizonticidal agents.

  DOI：

  10.1021/jm00350a016
• 作为产物：
  描述：

  6-硝基-1,3-苯并二氧代l-5-胺 在 镍 磷酸 、 氢气 、 砷酸、原砷酸 作用下， 以 乙醇 为溶剂， 100.0 ℃ 、310.27 kPa 条件下， 反应 1.5h， 生成 8-amino-5,6-methylenedioxy-4-methylquinoline
  参考文献：
  名称：

  Antimalarials. 13. 5-Alkoxy analogs of 4-methylprimaquine

  摘要：

  A series of nuclear and side-chain analogues of 4-methylprimaquine incorporating an alkoxy group in the 5-position of the quinoline nucleus has been prepared. The compounds were tested for suppressive antimalarial activity against Plasmodium berghei in mice and for radical curative antimalarial activity against Plasmodium cynomolgi in the rhesus monkey. Although the toxicity problems characteristic of the 8-aminoquinolines were not overcome, several of the compounds, surprisingly, were highly effective as both blood and tissue schizonticidal agents.

  DOI：

  10.1021/jm00350a016

文献信息

• LAMONTAGNE, M. P.;MARKOVAC, A.;KHAN, M. S., J. MED. CHEM., 1982, 25, N 3, 964-968
  作者：LAMONTAGNE, M. P.、MARKOVAC, A.、KHAN, M. S.

  DOI：——

  日期：——
• US4167638A
  申请人：——

  公开号：US4167638A

  公开（公告）日：1979-09-11