{3-[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propyl}-(7-trifluoromethyl-quinolin-4-yl)-amine | 1246746-80-4

• 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: {3-[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propyl}-(7-trifluoromethyl-quinolin-4-yl)-amine
• 英文别名: N-[3-[4-(7-chloro-4-quinolyl)piperazin-1-yl]propyl]-7-(trifluoromethyl)quinolin-4-amine；N-[3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl]-7-(trifluoromethyl)quinolin-4-amine
• CAS: 1246746-80-4
• 化学式: C₂₆H₂₅ClF₃N₅
• 分子量: 499.966
• InChiKey: NGPKEEUWXFFBSR-UHFFFAOYSA-N

物化性质

• 沸点：
  660.0±55.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methanesulfonic acid 3-(7-trifluoromethyl-quinolin-4-ylamino)-propyl ester 、 7-氯-4-(1-哌嗪基)喹啉 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以56%的产率得到{3-[4-(7-chloro-quinolin-4-yl)-piperazin-1-yl]-propyl}-(7-trifluoromethyl-quinolin-4-yl)-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

文献信息

• [EN] A METHOD OF TREATMENT<br/>[FR] MÉTHODE DE TRAITEMENT
  申请人：PRINCE HENRY'S INST OF MEDICAL RES TRADING AS THE HUDSON INST OF MEDICAL RES

  公开号：WO2016134422A1

  公开（公告）日：2016-09-01

  The present specification teaches generally a therapeutic protocol for the management of inflammation in the gut and respiratory system and to reduce intracellular bacterial persistence in blood or tissue cells. Agents, medicaments, probiotics, microbial and viral delivery vehicles and therapeutic kits for use the in the therapeutic protocol are also encompassed herein. An embodiment of the agents and medicaments of the present invention relates to agents that down-regulate the expression, level, or function of toll¬ like receptor (TLR) 7 and/or 8.
• Design and synthesis of chloroquine analogs with anti-breast cancer property
  作者：V.R. Solomon、Changkun Hu、Hoyun Lee

  DOI：10.1016/j.ejmech.2010.05.046

  日期：2010.9

  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.