2-[5-[(6-甲氧基喹啉-8-基)氨基]戊基]异吲哚-1,3-二酮 | 6623-94-5

• 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
• 中文名称: 2-[5-[(6-甲氧基喹啉-8-基)氨基]戊基]异吲哚-1,3-二酮
• 英文名称: N-[5-(6-methoxy-[8]quinolylamino)-pentyl]-phthalimide
• 英文别名: N-[5-(6-Methoxy-[8]chinolylamino)-pentyl]-phthalimid；2-[5-[(6-Methoxyquinolin-8-yl)amino]pentyl]isoindole-1,3-dione
• CAS: 6623-94-5
• 化学式: C₂₃H₂₃N₃O₃
• 分子量: 389.454
• InChiKey: MHUVEJFWEFINBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  2-[5-[(6-甲氧基喹啉-8-基)氨基]戊基]异吲哚-1,3-二酮 在 sodium cyanoborohydride 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 27.0h， 生成 异丙戊二胺喹
  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
• 作为产物：
  描述：

  1,5-二碘戊烷 在 potassium carbonate 、 xylene 、 苯 作用下， 生成 2-[5-[(6-甲氧基喹啉-8-基)氨基]戊基]异吲哚-1,3-二酮
  参考文献：
  名称：

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

  摘要：

  DOI：

文献信息

• Novel squaramides with in vitro liver stage antiplasmodial activity
  作者：Carlos J.A. Ribeiro、Margarida Espadinha、Marta Machado、Jiri Gut、Lídia M. Gonçalves、Philip J. Rosenthal、Miguel Prudêncio、Rui Moreira、Maria M.M. Santos

  DOI：10.1016/j.bmc.2016.03.005

  日期：2016.4

  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.
• Baldwin, Journal of the Chemical Society, 1929, p. 2963
  作者：Baldwin

  DOI：——

  日期：——
• 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：——