Ethyl 6,8-difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylate | 1435910-90-9

• 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 6,8-difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylate
• 英文别名: ethyl 6,8-difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylate
• CAS: 1435910-90-9
• 化学式: C₁₇H₁₆F₂N₄O₄
• 分子量: 378.335
• InChiKey: ZIAPGGJJWPVRFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  97.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Ethyl 6,8-difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以80.5%的产率得到6,8-Difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of a class of quinolone triazoles as potential antimicrobial agents and their interactions with calf thymus DNA

  摘要：

  A novel series of quinolone triazoles were synthesized and characterized by IR, NMR, MS and HRMS spectra. All the newly prepared compounds were screened for their antimicrobial activities against seven bacteria and four fungi. Bioactive assay manifested that most of new compounds exhibited good or even stronger antibacterial and antifungal activities against the tested strains including multi-drug resistant MRSA in comparison with reference drugs Norfloxacin, Chloromycin and Fluconazole. The preliminary interactive investigations of compound 6b with calf thymus DNA by fluorescence and UV-vis spectroscopic methods revealed that compound 6b could effectively intercalate DNA to form compound 6b-DNA complex which might block DNA replication and thus exert its antimicrobial activities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.118
• 作为产物：
  描述：

  6,8-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ethyl ester 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 Ethyl 6,8-difluoro-1-[2-hydroxy-3-(1,2,4-triazol-1-yl)propyl]-4-oxoquinoline-3-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of a class of quinolone triazoles as potential antimicrobial agents and their interactions with calf thymus DNA

  摘要：

  A novel series of quinolone triazoles were synthesized and characterized by IR, NMR, MS and HRMS spectra. All the newly prepared compounds were screened for their antimicrobial activities against seven bacteria and four fungi. Bioactive assay manifested that most of new compounds exhibited good or even stronger antibacterial and antifungal activities against the tested strains including multi-drug resistant MRSA in comparison with reference drugs Norfloxacin, Chloromycin and Fluconazole. The preliminary interactive investigations of compound 6b with calf thymus DNA by fluorescence and UV-vis spectroscopic methods revealed that compound 6b could effectively intercalate DNA to form compound 6b-DNA complex which might block DNA replication and thus exert its antimicrobial activities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.03.118

文献信息

• Synthesis and biological evaluation of a class of quinolone triazoles as potential antimicrobial agents and their interactions with calf thymus DNA
  作者：Sheng-Feng Cui、Yu Ren、Shao-Lin Zhang、Xin-Mei Peng、Guri L.V. Damu、Rong-Xia Geng、Cheng-He Zhou

  DOI：10.1016/j.bmcl.2013.03.118

  日期：2013.6

  A novel series of quinolone triazoles were synthesized and characterized by IR, NMR, MS and HRMS spectra. All the newly prepared compounds were screened for their antimicrobial activities against seven bacteria and four fungi. Bioactive assay manifested that most of new compounds exhibited good or even stronger antibacterial and antifungal activities against the tested strains including multi-drug resistant MRSA in comparison with reference drugs Norfloxacin, Chloromycin and Fluconazole. The preliminary interactive investigations of compound 6b with calf thymus DNA by fluorescence and UV-vis spectroscopic methods revealed that compound 6b could effectively intercalate DNA to form compound 6b-DNA complex which might block DNA replication and thus exert its antimicrobial activities. (C) 2013 Elsevier Ltd. All rights reserved.