N-[4-(6-methoxy-[8]quinolylamino)-butyl]-phthalimide | 438621-49-9

• 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-[4-(6-methoxy-[8]quinolylamino)-butyl]-phthalimide
• 英文别名: N-[4-(6-Methoxy-[8]chinolylamino)-butyl]-phthalimid；N-[4-(6-Methoxy-8-quinolylamino)butyl]phthalimide；2-[4-[(6-methoxyquinolin-8-yl)amino]butyl]isoindole-1,3-dione
• CAS: 438621-49-9
• 化学式: C₂₂H₂₁N₃O₃
• 分子量: 375.427
• InChiKey: DSCATQVKNJIWHD-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C
• 沸点：
  601.8±55.0 °C(Predicted)
• 密度：
  1.301±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-(6-methoxy-[8]quinolylamino)-butyl]-phthalimide 在 乙醇 、 一水合肼 作用下， 生成 N-(6-甲氧基喹啉-8-基)丁烷-1,4-二胺
  参考文献：
  名称：

  6-甲氧基-8-氨基喹啉衍生物的合成；在单烷基氨基烷基侧链的连接中亚乙基亚胺重排。

  摘要：

  DOI：

  10.1021/ja01170a050
• 作为产物：
  描述：

  2-硝基-4-甲氧基苯胺 在 镍 arsenic(V) oxide 、 磷酸 、 氢气 、 三乙胺 作用下， 20.0~150.0 ℃ 、344.74 kPa 条件下， 反应 8.0h， 生成 N-[4-(6-methoxy-[8]quinolylamino)-butyl]-phthalimide
  参考文献：
  名称：

  8-aminoquinolines as anticoccidials - part III

  摘要：

  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.

  DOI：

  10.1016/s0960-894x(99)00393-5

文献信息

• Beer, Zhurnal Obshchei Khimii, 1939, vol. 9, p. 2158,2161
  作者：Beer

  DOI：——

  日期：——
• 330. Attempts to find new antimalarials. Part XII. Further variations in the group of the quinolines with basic side chains
  作者：Robert Robinson、M. L. Tomlinson

  DOI：10.1039/jr9340001524

  日期：——
• Synthesis of 6-Methoxy-8-aminoquinoline Derivatives; Ethyleneimine Rearrangements in Attachment of Monoalkylaminoalkyl Side Chains
  作者：Arthur C. Cope、Harold R. Nace、William R. Hatchard、W. H. Jones、Mark A. Stahmann、Richard B. Turner

  DOI：10.1021/ja01170a050

  日期：1949.2
• 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.