3-Butoxy-4-[4-[(6-methoxy-8-quinolyl)amino]pentylamino]cyclobut-3-ene-1,2-dione | 1487428-84-1

• 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: 3-Butoxy-4-[4-[(6-methoxy-8-quinolyl)amino]pentylamino]cyclobut-3-ene-1,2-dione
• 英文别名: 3-butoxy-4-[4-[(6-methoxyquinolin-8-yl)amino]pentylamino]cyclobut-3-ene-1,2-dione
• CAS: 1487428-84-1
• 化学式: C₂₃H₂₉N₃O₄
• 分子量: 411.501
• InChiKey: OHSMLJZUTFSMMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  方酸二正丁酯 、 磷酸伯氨喹 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 48.5h， 以82%的产率得到3-Butoxy-4-[4-[(6-methoxy-8-quinolyl)amino]pentylamino]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.