1-cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
• 英文别名: 1-Cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)quinoline-3-carboxylic acid；1-cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)quinoline-3-carboxylic acid
• 化学式: C₃₆H₃₂FN₃O₃
• 分子量: 573.667
• InChiKey: ANJLTBWNAKAIBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid 在 4-二甲氨基吡啶 、 苯甲醚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 45.25h， 生成 ethyl 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate 2,2,2-trifluoroacetate salt
  参考文献：
  名称：

  Synthesis of Novel Artemisinin, Ciprofloxacin, and Norfloxacin Hybrids with Potent Antiplasmodial Activity

  摘要：

  The synthesis and antiplasmodial evaluation of new hybrids combining the pharmacophore structures of artemisinin, ciprofloxacin or norfloxacin, and 7-chloroquinoline are reported in this study. The first step for all of the syntheses is the obtainment of key piperazine esters intermediates bearing the drugs ciprofloxacin and norfloxacin. Using these platforms, 18 final compounds were synthesized through a multistep procedure with overall yields ranging between 8 and 20%. All compounds were screened for their antiplasmodial activity against the chloroquine-resistant Plasmodium falciparum FcB1 strain. Compounds 20, 21, 22, and 28, bearing an artesunate fragment with ciprofloxacin, exhibited IC50 values in the range of 3.5–5.4 nM and excellent selectivity indices. Among the compounds bearing the artesunate moiety on the norfloxacin, two of them, 23 and 24, afforded IC50 values of 1.5 nM and 1.9 nM, respectively. They also showed excellent selectivity indices. The most potent compounds were also evaluated against the CQ-resistant Dd2 strain of Plasmodium falciparum, demonstrating that those compounds incorporating the artesunate fragment were the most potent. Finally, the combination of artesunate with either ciprofloxacin or norfloxacin moieties in a single molecular entity proved to substantially enhance the activity and selectivity when compared to the administration of the unconjugated counterparts artesunate/ciprofloxacin and artesunate/norfloxacin.

  DOI：

  10.3390/antibiotics13020142
• 作为产物：
  描述：

  环丙沙星盐酸盐 在 甲醇 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 5.5h， 生成 1-cyclopropyl-6-fluoro-4-oxo-7-(4-tritylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
  参考文献：
  名称：

  COMPOUNDS AND COMPOSITIONS FOR DRUG RELEASE

  摘要：

  这项发明涉及包括生物活性剂（例如，根据任何公式（I）和（I-A）的化合物）的化合物，可用作有效的药物释放，例如，作为医疗器械的涂层。在表面涂层中使用这些化合物可以实现长期药物释放，并且与原生生物活性剂相比，可以实现均匀涂层且几乎没有相分离。

  公开号：

  US20160038651A1