(7-trifluoromethyl-quinolin-4-yl)-{3-[4-(7-trifluoromethylquinolin-4-yl)-piperazin-1-yl]-propyl}-amine | 1246746-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (7-trifluoromethyl-quinolin-4-yl)-{3-[4-(7-trifluoromethylquinolin-4-yl)-piperazin-1-yl]-propyl}-amine
• 英文别名: 7-(trifluoromethyl)-N-[3-[4-[7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]propyl]quinolin-4-amine；7-(trifluoromethyl)-N-[3-[4-[7-(trifluoromethyl)quinolin-4-yl]piperazin-1-yl]propyl]quinolin-4-amine
• CAS: 1246746-81-5
• 化学式: C₂₇H₂₅F₆N₅
• 分子量: 533.519
• InChiKey: NOFVUSFDHWXYEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  methanesulfonic acid 3-(7-trifluoromethyl-quinolin-4-ylamino)-propyl ester 、 4-(piperazin-1-yl)-7-(trifluoromethyl)quinoline 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以62%的产率得到(7-trifluoromethyl-quinolin-4-yl)-{3-[4-(7-trifluoromethylquinolin-4-yl)-piperazin-1-yl]-propyl}-amine
  参考文献：
  名称：

  Design and synthesis of chloroquine analogs with anti-breast cancer property

  摘要：

  A series of chloroquine (CQ) analogs were designed and synthesized in a repositioning approach to develop compounds with high anti-breast cancer property. The compounds were then examined for their antiproliferative effects on two human breast tumor cell lines and a matching non-cancer cell line. Although many of them showed substantial antiproliferative effects on breast cancer cells examined, two compounds, 7-chloro-N-(3-(4-(7-(trifluoromethyl)quinolin-4-yl)piperazin-1-yl)propyl)quinolin-4-amine (14) and (3[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propyl)-(7-trifluoromethyl-quinolin-4-yl)-amine (26), emerged as the most active among this series. They were particularly potent against MCF7 cells when compared to CQ and cisplatin, a widely prescribed anti-cancer drug. The results suggest that these CQ analogs could serve as bases for the development of a new group of effective cancer chemotherapeutics. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.05.046