ciprofloxacin | 107898-49-7

• 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: ciprofloxacin
• 英文别名: 6-Fluoro-1-isopropyl-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic acid；6-fluoro-4-oxo-7-piperazin-1-yl-1-propan-2-ylquinoline-3-carboxylic acid
• CAS: 107898-49-7
• 化学式: C₁₇H₂₀FN₃O₃
• 分子量: 333.363
• InChiKey: QVHGVNXWZURUQJ-UHFFFAOYSA-N

物化性质

• 沸点：
  554.4±50.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ciprofloxacin 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 3.0h， 生成 6-fluoro-1-isopropyl-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid hydrochloride
  参考文献：
  名称：

  Developing ciprofloxacin analogues against plant DNA gyrase: a novel herbicide mode of action

  摘要：

  描述了对植物DNA旋转酶的环丙沙星类似物的开发，这是一种新的除草靶标，具有增强的除草活性和减弱的抗菌活性。

  DOI：

  10.1039/c7cc09518j
• 作为产物：
  描述：

  2-(2,4-二氯-5-氟苯甲酰基)-3-乙氧基丙烯酸乙酯 在 吡啶 、 氢氧化钾 、 sodium hydride 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 22.5h， 生成 ciprofloxacin
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005

文献信息

• [EN] REGULATION OF NITRIC OXIDE RELEASE AND BIOFILM DEVELOPMENT<br/>[FR] RÉGULATION DE LA LIBÉRATION D'OXYDE NITRIQUE ET DE DÉVELOPPEMENT DE BIOFILM
  申请人：NEWSOUTH INNOVATIONS PTY LTD

  公开号：WO2012155203A1

  公开（公告）日：2012-11-22

  Regulation of nitric oxide release and biofilm development Abstract The present invention relates generally to methods and compounds for regulating the release of nitric oxide in the vicinity of biofilm-forming microorganisms to regulate programmed cell death in the microorganisms and thereby promote dispersal of microorganism from biofilms and/or inhibit biofilm formation or development. More particularly, the invention relates to the use of compounds to provide spatial and temporal control over nitric oxide release.

  氮氧化物释放和生物膜发展的调节方法和化合物摘要 本发明涉及一般用于调节生物膜形成微生物周围的氮氧化物释放的方法和化合物，以调节微生物的程序性细胞死亡，从而促进微生物从生物膜中分散并/或抑制生物膜的形成或发展。更具体地，本发明涉及使用化合物来提供氮氧化物释放的时空控制。
• ITO, YASUO;KATO, XIDEHO;OGAVA, NOBUO;YAMAGISI, TEHRUSATO;EHTTYU, EHJITI;S+
  作者：ITO, YASUO、KATO, XIDEHO、OGAVA, NOBUO、YAMAGISI, TEHRUSATO、EHTTYU, EHJITI、S+

  DOI：——

  日期：——
• JPS6028964A
  申请人：——

  公开号：JPS6028964A

  公开（公告）日：1985-02-14
• BISPHOSPHONATE QUINOLONE CONJUGATES AND USES THEREOF
  申请人：BIOVINC, LLC

  公开号：US20210101920A1

  公开（公告）日：2021-04-08

  Described herein are bisphosphonate quinolone compounds, conjugates and pharmaceutical formulations thereof that can include a bisphosphonate and a quinolone, where the quinolone can be releasably coupled to the bisphosphonate. Also provided herein are methods of making and methods of using the bisphosphonate quinolone compounds, conjugates and pharmaceutical formulations thereof.
• Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives
  作者：D. Bouzard、P. Di Cesare、M. Essiz、J. P. Jacquet、P. Remuzon、A. Weber、T. Oki、M. Masuyoshi

  DOI：10.1021/jm00123a005

  日期：1989.3

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.