N-(6-methoxy-[8]quinolyl)-propanediyldiamine | 58175-84-1

• 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: N-(6-methoxy-[8]quinolyl)-propanediyldiamine
• 英文别名: N-(6-Methoxy-[8]chinolyl)-propandiyldiamin；(3-Aminopropyl)(6-methoxy(8-quinolyl))amine；N'-(6-methoxyquinolin-8-yl)propane-1,3-diamine
• CAS: 58175-84-1
• 化学式: C₁₃H₁₇N₃O
• 分子量: 231.297
• InChiKey: HXYREIXFCQCQAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(6-methoxy-[8]quinolyl)-propanediyldiamine 、 方酸二正丁酯 以 甲醇 为溶剂， 反应 24.0h， 以39%的产率得到3-butoxy-4-({3-[(6-methoxyquinolin-8-yl)amino]propyl}amino)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Novel squaramides with in vitro liver stage antiplasmodial activity

  摘要：

  A structure-activity relationship study was performed with ten 8-aminoquinoline-squaramides compounds active against liver stage malaria parasites, using human hepatoma cells (Huh7) infected by Plasmodium berghei parasites. In addition, their blood-schizontocidal activity was assessed against chloroquine-resistant W2 strain Plasmodium falciparum. Compound 3 was 7.3-fold more potent than the positive control primaquine against liver-stage parasites, illustrating the importance of the squarate moiety to activity. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2016.03.005
• 作为产物：
  描述：

  8-氨基-6-甲氧基喹啉 在 乙醇 、 氯仿 、 一水合肼 、 氯苯 作用下， 反应 2.0h， 生成 N-(6-methoxy-[8]quinolyl)-propanediyldiamine
  参考文献：
  名称：

  Barber; Wragg, Journal of the Chemical Society, 1947, p. 1332

  摘要：

  DOI：

文献信息

• 8-aminoquinolines as anticoccidials - part III
  作者：Richard E. Armer、Jacqueline S. Barlow、Narinder Chopra、Christopher J. Dutton、David H.J. Greenway、Sean D.W. Greenwood、Nita Lad、Jonothan Shaw、Adrian P. Thompson、Kam-Wah Thong、Ivan Tommasini

  DOI：10.1016/s0960-894x(99)00393-5

  日期：1999.8

  Analogues of the antimalarial pentaquine, 1, in which the nature of the side-chain on the 8-amino position was varied, were prepared and evaluated for anticoccidial activity both in vitro and in vivo. Specifically, both the inter-nitrogen distance and the nature of the terminal amino group were investigated. Novel analogues of equal or improved efficacy in vitro and in vivo to pentaquine were discovered. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Beer, Zhurnal Obshchei Khimii, 1939, vol. 9, p. 2158,2161
  作者：Beer

  DOI：——

  日期：——
• 147. Attempts to find new antimalarials. Part XVIII
  作者：D. C. Quin、Robert Robinson

  DOI：10.1039/jr9430000555

  日期：——
• 148. Attempts to find new antimalarials. Part XIX
  作者：W. L. Glen、Robert Robinson

  DOI：10.1039/jr9430000557

  日期：——
• Pyrryl Derivatives of Pyridine, Quinoline and Acridine
  作者：Henry Gilman、C. G. Stuckwisch、J. F. Nobis

  DOI：10.1021/ja01206a052

  日期：1946.2