N-(2-aminoethyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxamide | 1237752-12-3

• 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: N-(2-aminoethyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxamide
• 英文别名: N-(2-aminoethyl)-1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxamide
• CAS: 1237752-12-3
• 化学式: C₁₉H₂₄FN₅O₂
• 分子量: 373.43
• InChiKey: UZSBPISQBRNTOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  90.7
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2-aminoethyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxamide 、 dihydrotestosterone hemisuccinate 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 水 为溶剂， 反应 72.0h， 以70%的产率得到[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] 4-[2-[(1-cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carbonyl)amino]ethylamino]-4-oxobutanoate
  参考文献：
  名称：

  Synthesis of a dihydrotestosterone–ciprofloxacin conjugate: relationship between descriptors logP, π, R m , and V m and its antibacterial activity in S. aureus and E. coli

  摘要：

  In this work a dihydrotestosterone-ciprofloxacin conjugate was synthesized. The route involved preparation of a ciprofloxacin-ethylenediamine derivative by the reaction of ciprofloxacin with ethylenediamine using a carbodiimide or boric acid as catalysts. Additionally, the ciprofloxacin derivative was bound to dihydrotestosterone hemisuccinate to form the dihydrotestosterone-ciprofloxacin conjugate in the presence of a carbodiimide. The antibacterial activity of dihydrotestosterone-ciprofloxacin, as well as ciprofloxacin-ethylenediamine and ciprofloxacin, was evaluated in vitro on S. aureus and E. coli using the dilution method and the minimum inhibitory concentration. To delineate the structural chemical requirements of the compounds ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin conjugate as antibacterial agents on S. aureus and E. coli, other parameters such as the descriptors logP, pi, R-m, and V-m were calculated. The results showed that bacterial growth of the microorganisms studied was inhibited by ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin in a dose-dependent manner. These data suggest that functional groups involved in the structure of the studied compounds are specific for their antibacterial activity.

  DOI：

  10.1007/s00706-010-0263-y
• 作为产物：
  描述：

  环丙沙星 、 1,2-diaminoethane dihydrochloride 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 72.0h， 以60%的产率得到N-(2-aminoethyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)quinoline-3-carboxamide
  参考文献：
  名称：

  Synthesis of a dihydrotestosterone–ciprofloxacin conjugate: relationship between descriptors logP, π, R m , and V m and its antibacterial activity in S. aureus and E. coli

  摘要：

  In this work a dihydrotestosterone-ciprofloxacin conjugate was synthesized. The route involved preparation of a ciprofloxacin-ethylenediamine derivative by the reaction of ciprofloxacin with ethylenediamine using a carbodiimide or boric acid as catalysts. Additionally, the ciprofloxacin derivative was bound to dihydrotestosterone hemisuccinate to form the dihydrotestosterone-ciprofloxacin conjugate in the presence of a carbodiimide. The antibacterial activity of dihydrotestosterone-ciprofloxacin, as well as ciprofloxacin-ethylenediamine and ciprofloxacin, was evaluated in vitro on S. aureus and E. coli using the dilution method and the minimum inhibitory concentration. To delineate the structural chemical requirements of the compounds ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin conjugate as antibacterial agents on S. aureus and E. coli, other parameters such as the descriptors logP, pi, R-m, and V-m were calculated. The results showed that bacterial growth of the microorganisms studied was inhibited by ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin in a dose-dependent manner. These data suggest that functional groups involved in the structure of the studied compounds are specific for their antibacterial activity.

  DOI：

  10.1007/s00706-010-0263-y

文献信息

• Synthesis of a dihydrotestosterone–ciprofloxacin conjugate: relationship between descriptors logP, π, R m , and V m and its antibacterial activity in S. aureus and E. coli
  作者：Lauro Figueroa-Valverde、Francisco Díaz-Cedillo、Abelardo Camacho-Luis、Maria López Ramos、Elodia Garcia Cervera

  DOI：10.1007/s00706-010-0263-y

  日期：2010.3

  In this work a dihydrotestosterone-ciprofloxacin conjugate was synthesized. The route involved preparation of a ciprofloxacin-ethylenediamine derivative by the reaction of ciprofloxacin with ethylenediamine using a carbodiimide or boric acid as catalysts. Additionally, the ciprofloxacin derivative was bound to dihydrotestosterone hemisuccinate to form the dihydrotestosterone-ciprofloxacin conjugate in the presence of a carbodiimide. The antibacterial activity of dihydrotestosterone-ciprofloxacin, as well as ciprofloxacin-ethylenediamine and ciprofloxacin, was evaluated in vitro on S. aureus and E. coli using the dilution method and the minimum inhibitory concentration. To delineate the structural chemical requirements of the compounds ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin conjugate as antibacterial agents on S. aureus and E. coli, other parameters such as the descriptors logP, pi, R-m, and V-m were calculated. The results showed that bacterial growth of the microorganisms studied was inhibited by ciprofloxacin, ciprofloxacin-ethylenediamine and dihydrotestosterone-ciprofloxacin in a dose-dependent manner. These data suggest that functional groups involved in the structure of the studied compounds are specific for their antibacterial activity.