164662-51-5

Basic information

• Product Name: 1-(2,4-dichlorophenyl)-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• Synonyms: 3-quinolinecarboxylic acid, 1-(2,4-dichlorophenyl)-7-(3,5-dimethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-
• CAS NO: 164662-51-5
• Molecular Formula: C₂₂H₂₀Cl₂FN₃O₃
• Molecular Weight: 464.3169
• Mol File: 164662-51-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 656°C at 760 mmHg
• Flash Point: 350.5°C
• Density: 1.415g/cm³
• Vapor Pressure: 4.19E-18mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 1-(2,4-dichlorophenyl)-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-dichlorophenyl)-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(164662-51-5)
• EPA Substance Registry System: 1-(2,4-dichlorophenyl)-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(164662-51-5)

Safety Data

• Hazardous Substances Data: 164662-51-5(Hazardous Substances Data)

Usage

Description

1-(2,4-dichlorophenyl)-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, commonly known as sparfloxacin, is a fluoroquinolone antibiotic with potent antimicrobial properties. It is characterized by its ability to inhibit bacterial DNA replication and repair, making it an effective treatment for a range of bacterial infections.

Uses

Used in Pharmaceutical Industry:
Sparfloxacin is used as an antibiotic for the treatment of various bacterial infections, such as respiratory, urinary tract, and skin infections. Its application is based on its ability to inhibit the DNA gyrase enzyme in bacteria, which prevents the replication and repair of bacterial DNA, ultimately leading to the death of the bacteria.
However, it is important to note that sparfloxacin is associated with potential side effects, including tendonitis, tendon rupture, and other serious adverse reactions. Therefore, it should be used with caution and only under the guidance of a healthcare professional.

Upstream product

• 1026747-59-0 1-(2,4-Dichloro-phenyl)-6,7-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 108-49-6 3,5-dimethylpiperazine 
• 1028271-30-8 1-(2,4-Dichloro-phenyl)-6,7-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 
• 446-17-3 2,4,5-trifluorobenzoic acid 
• 98349-24-7 ethyl 2,4,5-trifluorobenzoylacetate 

Relevant articles and documents

Effect of Lipophilicity at N-1 on Activity of Fluoroquinolones against Mycobacteria

The dramatic increase in drug resistant Mycobacterium tuberculosis has caused a resurgence in research targeted toward these organisms.As part of a systematic study to optimize the quinolone antibacterials against mycobacteria, we have prepared a series of N-1-phenyl-substituted derivatives to explore the effect of increasing lipophilicity on potency at this position.The compounds, synthesized by the modification of a literature procedure, were evaluated for activity against Gram-negative and Gram-positive bacteria, Mycobacterium fortuitum and Mycobacterium smegmatis, and the results correlated with log P, pKa, and other attributes.The activity of the compounds against the rapidly growing, less hazardous organism M. fortuitum was used as a measure of M. tuberculosis activity.The results demonstrate that increasing lipophilic character by itself does not correlate with increased potency against mycobacteria.Rather, intrinsic activity against Gram-negative and/or Gram-positive bacteria is the governing factor for corresponding activity against mycobacteria.