3,4-Bis[2-[(7-chloro-4-quinolyl)amino]ethylamino]cyclobut-3-ene-1,2-dione | 1487428-79-4

• 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: 3,4-Bis[2-[(7-chloro-4-quinolyl)amino]ethylamino]cyclobut-3-ene-1,2-dione
• 英文别名: 3,4-bis[2-[(7-chloroquinolin-4-yl)amino]ethylamino]cyclobut-3-ene-1,2-dione
• CAS: 1487428-79-4
• 化学式: C₂₆H₂₂Cl₂N₆O₂
• 分子量: 521.406
• InChiKey: CUGRVLOBVZKQTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  108
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-(2-氨基乙基)氨基-7-氯喹啉 、 方酸二正丁酯 以 甲醇 为溶剂， 反应 12.0h， 以97%的产率得到3,4-Bis[2-[(7-chloro-4-quinolyl)amino]ethylamino]cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Squaric acid/4-aminoquinoline conjugates: Novel potent antiplasmodial agents

  摘要：

  We report the synthesis and structure activity relationship (SAR) analysis of a series of hybrid compounds containing a squaric moiety conjugated with heterocyclic moieties from well-known antimalarials. This novel series of compounds presents improved antiplasmodial activity compared with the squaric derivatives described in our previous work. Three compounds, 8b (IC50 = 99 nM), 8c (IC50 = 95 nM), and 8d (IC50 = 105 nM) had greater in vitro potency than chloroquine 1 (IC50 = 140 nM) against chloroquine resistant Plasmodium falciparum. In addition, they were noncytotoxic against NIH 3T3 and Hek 293T cells. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.08.037

文献信息

• Squaric acid/4-aminoquinoline conjugates: Novel potent antiplasmodial agents
  作者：Carlos J.A. Ribeiro、S. Praveen Kumar、Jiri Gut、Lídia M. Gonçalves、Philip J. Rosenthal、Rui Moreira、Maria M.M. Santos

  DOI：10.1016/j.ejmech.2013.08.037

  日期：2013.11

  We report the synthesis and structure activity relationship (SAR) analysis of a series of hybrid compounds containing a squaric moiety conjugated with heterocyclic moieties from well-known antimalarials. This novel series of compounds presents improved antiplasmodial activity compared with the squaric derivatives described in our previous work. Three compounds, 8b (IC50 = 99 nM), 8c (IC50 = 95 nM), and 8d (IC50 = 105 nM) had greater in vitro potency than chloroquine 1 (IC50 = 140 nM) against chloroquine resistant Plasmodium falciparum. In addition, they were noncytotoxic against NIH 3T3 and Hek 293T cells. (C) 2013 Elsevier Masson SAS. All rights reserved.