ethyl 1-(4-cyanobenzyl)-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate | 1471177-92-0

• 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: ethyl 1-(4-cyanobenzyl)-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate
• 英文别名: Ethyl 1-[(4-cyanophenyl)methyl]-4-oxo-7-(trifluoromethyl)quinoline-3-carboxylate；ethyl 1-[(4-cyanophenyl)methyl]-4-oxo-7-(trifluoromethyl)quinoline-3-carboxylate
• CAS: 1471177-92-0
• 化学式: C₂₁H₁₅F₃N₂O₃
• 分子量: 400.357
• InChiKey: KWMHJBRGORQOTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 1-(4-cyanobenzyl)-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate 在 肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以91%的产率得到1-(4-cyanobenzyl)-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carbohydrazide
  参考文献：
  名称：

  Design and regioselective synthesis of trifluoromethylquinolone derivatives as potent antimicrobial agents

  摘要：

  Three series of new trifluoromethyl substituted quinolone derivatives were synthesized (4a-f, 6a-f and 8a-f) from corresponding substituted anilines by multi-step reactions. The regioselective alkylation with different alkyl halides were carried out by approaching two different routes to get the final products in good yield. Newly synthesized compounds were characterized by spectral study and also by C, H, N analyses. Three dimensional structure of 2b and 4b were also confirmed by single crystal X-ray studies. The final compounds (4a-f, 6a-f and 8a-f) were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4a, 6b, 6c and 8e showed significant antibacterial activity as compared to the standard drug Ciprofloxacin. The compound 8a was found to be a potent antifungal agent. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.021
• 作为产物：
  描述：

  二乙基2-[[[3-(三氟甲基)苯基]氨基]亚甲基]丙二酸酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 ethyl 1-(4-cyanobenzyl)-4-oxo-7-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate
  参考文献：
  名称：

  Design and regioselective synthesis of trifluoromethylquinolone derivatives as potent antimicrobial agents

  摘要：

  Three series of new trifluoromethyl substituted quinolone derivatives were synthesized (4a-f, 6a-f and 8a-f) from corresponding substituted anilines by multi-step reactions. The regioselective alkylation with different alkyl halides were carried out by approaching two different routes to get the final products in good yield. Newly synthesized compounds were characterized by spectral study and also by C, H, N analyses. Three dimensional structure of 2b and 4b were also confirmed by single crystal X-ray studies. The final compounds (4a-f, 6a-f and 8a-f) were screened for their in-vitro antibacterial and antifungal activity by well plate method (zone of inhibition). The results revealed that, compounds 4a, 6b, 6c and 8e showed significant antibacterial activity as compared to the standard drug Ciprofloxacin. The compound 8a was found to be a potent antifungal agent. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.021