1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride | 474022-78-1

• 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: 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride
• CAS: 474022-78-1
• 化学式: C₁₉H₂₁ClFN₃O₂
• 分子量: 377.846
• InChiKey: UTXPMFBKDGKYPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.0
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  45.55
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride 在 一水合肼 作用下， 反应 1.0h， 生成 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-(3-oxopyrazolo)[4,3-c]quinoline
  参考文献：
  名称：

  Molecular structures of new ciprofloxacin derivatives

  摘要：

  Two new derivatives from the ciprofloxacin fluoroquinoline family, 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-methylcarbamate and 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-(3-oxopyrazolo)[4,3-c]quinoline, were synthesised, tested for antibacterial activity and crystallised. Their molecular and crystal structures were determined. Tests in vitro reveal lower activities than for ciprofloxacin. Characteristic structural features of these compounds are comparable to data for other known fluoroquinolines. The bicyclic quinoline ring is planar in both compounds; the carbamate side chain and five-membered pyrazolo ring are almost coplanar with it. A piperazinyl ring exhibits a chair conformation. In the crystal packing of the carbamate analogue, two C-H...O interactions form a dimer. The pyrazolo derivative crystallises as solvate with 1.5 water molecules per quinoline molecule. In its crystal structure donor and acceptor functionalities form dimers, via hydrogen bonds, which are connected into an infinite pattern through hydrogen bonded water molecules. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(02)00062-5
• 作为产物：
  描述：

  恩诺沙星 在 氯化亚砜 作用下， 反应 10.0h， 生成 1-cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-quinolinoyl chloride
  参考文献：
  名称：

  具有抗HIV-1和抗菌活性的齐多夫定衍生物的合成。

  摘要：

  通过修饰糖部分的5'-羟基（1-8）和胸苷核的5-甲基（9-12），制备了十二种齐多夫定衍生物，并进行了光谱表征。评估了这些化合物的抗HIV-1，抗结核和抗菌活性。化合物（3-叠氮基-四氢-5-（3,4-二氢-5-甲基-2,4-二氧嘧啶--1（2 H）-基）呋喃-2-基）甲基7-（4-（2- phenylacetoyloxy）-3,5-二甲基哌嗪-1-基）-5-（2- phenylacetoyloxyamino）-1-环丙基-6,8-二氟-1,4-二氢-4-氧喹啉-3-羧酸乙酯（5）被发现是最有效的抗HIV-1药物，针对HIV-1 IIIB和CC 50的EC 50为0.0012μM相对于MT-4为34.05μM，选择性指数为28,375。化合物5以1.72μM的MIC抑制结核分枝杆菌，并以MIC小于1μM的抑制四种致病菌。

  DOI：

  10.1080/15257770902736442

文献信息

• Synthesis of new Enrofloxacin Derivatives as Potential Antibiofilm Drugs Against Staphylococcus Aureus and Klebsiella Pneumoniae
  作者：Hina Siddiqui、Haroon M. Haniffa、Ayaz Ahmed、Muhammad I. Choudhary

  DOI：10.2174/1573406416666200402151705

  日期：2020.12.29

  Background: The antimicrobial resistance due to biofilm formation among bacteria is a significant problem in the healthcare and food industries. Objective: The current study describes the synthesis of enrofloxacin derivatives 2-17, and the evaluation of their anti-bacterial and anti-biofilm activities.

  背景：由于细菌之间形成生物膜而产生的抗药性在医疗保健和食品工业中是一个重大问题。 目的：目前的研究描述了恩诺沙星衍生物2-17的合成及其抗菌和生物膜活性的评估。
• Synthesis and biological evaluation of 99mTc-tricarbonyl complexes of C-3 carboxy derivatives of fluoroquinolones in infection and tumor animal models
  作者：Georgios Tzovas、Nafsika Papadimitriou、Eirini Angelakarou、Georgia Bompola、Androulla N. Miliotou、Maria G. Kakafika、Lefkothea C. Papadopoulou、Ιoannis Iakovou、Catherine Gabriel、Dimosthenis Sarigiannis、Dionysia Papagiannopoulou

  DOI：10.1016/j.ica.2023.121894

  日期：2024.3