Page last updated: 2024-11-06

pirfloxacin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Pirfloxacin is a synthetic fluoroquinolone antibiotic with a broad spectrum of activity against gram-positive and gram-negative bacteria. It is a potent inhibitor of bacterial DNA gyrase, an enzyme essential for DNA replication. Pirfloxacin has been studied for its potential use in the treatment of various infections, including urinary tract infections, respiratory infections, and skin infections. Its mechanism of action involves binding to DNA gyrase and preventing the enzyme from unwinding DNA, thereby inhibiting bacterial DNA replication and ultimately leading to bacterial cell death. Pirfloxacin has shown promising results in clinical trials, demonstrating its effectiveness against a wide range of bacteria. However, like other fluoroquinolones, pirfloxacin has been associated with potential side effects, including tendonitis, joint pain, and neurological complications. As a result, its use is often reserved for cases where other antibiotics have failed or are not suitable. Further research is ongoing to better understand its efficacy and safety profile, as well as to explore potential new applications for this antibiotic.'

pirfloxacin: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID65828
CHEMBL ID68262
SCHEMBL ID145215
MeSH IDM0133643

Synonyms (37)

Synonym
nsc 610496
3-quinolinecarboxylic acid, 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1h-pyrrol-1-yl)-
irloxacin [inn]
irloxacine [french]
1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(1h-pyrrol-1-yl)-3-quinolinecarboxylic acid
pirfloxacin
e 3432
irloxacinum [latin]
irloxacino [spanish]
6-fluoro-7-(1-pyrrolyl)-1-ethyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
3-quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(1h-pyrrol-1-yl)-
nsc-610496
irloxacin
1-ethyl-6-fluoro-4-oxo-7-pyrrol-1-yl-quinoline-3-carboxylic acid
1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-pyrrol-1-yl-3-quinolinecarboxylic acid
nsc610496
91524-15-1
e-3432
CHEMBL68262
1-ethyl-6-fluoro-4-oxo-7-pyrrol-1-ylquinoline-3-carboxylic acid
unii-36sg77d21b
irloxacinum
36sg77d21b ,
irloxacine
irloxacino
SCHEMBL145215
RZLHGQLYNZQZQQ-UHFFFAOYSA-N
DTXSID10238610
AKOS030530712
e 3432; irloxacin; nsc 610496
1-ethyl-6-fluoro-4-oxo-7-(1h-pyrrol-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
Q27256595
MS-24324
SB63575
1-ethyl-6-fluoro-4-oxo-7-(1h-pyrrol-1-yl)-1,4-dihydroquinoline-3-carboxylicacid
CS-0024739
HY-105033

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The results obtained showed that irloxacin was well tolerated after single administration in mice and rats, with LD50 values above 2000 and 5000 mg/kg for intraperitoneal and oral administration, respectively."( Acute and subchronic toxicity studies of the new quinolone antibacterial agent irloxacin in rodents.
Demestre, I; García, C; Guzmán, A, 1999
)
0.3

Bioavailability

ExcerptReferenceRelevance
" Compared with eye drops, drug-loaded SCLs greatly enhanced the retention time and concentrations of PFD in cornea and aqueous humor and consequently improved the bioavailability of PFD."( Experimental studies on soft contact lenses for controlled ocular delivery of pirfinedone: in vitro and in vivo.
Lei, M; Wu, K; Xu, J; Yang, M; Yang, Y; Ye, C; Yu, M; Zhao, C, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
" Necropsy on day 20 of gestation showed dosage related increase in liver and kidney weights in all rat treated groups."( Developmental toxicity studies of the quinolone antibacterial agent irloxacin in rats and rabbits.
Demestre, I; García, C; Guzmán, A; Marín, AP; Willoughby, C, 2003
)
0.32
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID209611In vitro antibacterial activity was determined against Streptococcus pyogenes 41990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID206759In vitro antibacterial activity was determined against Staphylococcus aureus ATCC 29213 (inducible, low level beta-lactamase producer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID164385Antibacterial activity against Pseudomonas aeruginosa (UI-18)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID78707MIC at which cleaved DNA (linear) is observed at an intensity relative to oxolinic acid at 10 ug/mL by using Gyrase Induced DNA-Cleavage assay1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID40779In vitro antibacterial activity against Bacillus subtilis ATCC 66331987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID162756In vitro antibacterial activity was determined against Proteus mirabilis 901990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID22116Total serum concentrations at 0 to 4 hours interval was determined by 50 mg / kg oral administration1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID112673In vivo antibacterial activity against Escherichia coli (KC-14) was determined for the compound administered perorally1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID68668In vitro antibacterial activity was determined against Escherichia coli TEM-1 (TEM-1 (class IIIa) beta-lactamase producer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID96263In vitro antibacterial activity against Klebsiella pneumoniae PCI-6021987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID206756In vitro antibacterial activity was determined against Staphylococcus aureus 1059B (inducible, high level beta-lactamase producer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID69784Antibacterial activity against Escherichia coli (vogel)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID64063In vitro antibacterial activity against Escherichia coli NIHJ JC-21987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID163251In vitro antibacterial activity was determined against Proteus vulgaris 1028 BC (Class Ic beta-lactamase overproducer1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID165047In vitro antibacterial activity against Pseudomonas aeruginosa IFO 34451987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID163244In vitro antibacterial activity against Proteus vulgaris HX-191987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID208022In vitro antibacterial activity was determined against Streptococcus pneumoniae 63011990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID206757In vitro antibacterial activity was determined against Staphylococcus aureus 95 (Methicillin-resistant, high-level beta-lactamase producer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID78688Inhibitory concentration in supercoiling inhibition Escherichia coli DNA gyrase assay1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID22114Concentrations in serum after 30 minutes at 50 mg / kg oral administration1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID22112Concentrations in serum after 240 minutes at 50 mg / kg oral administration1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID95885Antibacterial activity against Klebsiella pneumonia (MGH-2)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID68666In vitro antibacterial activity was determined against Escherichia coli ATCC 259221990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID200518In vitro antibacterial activity against Salmonella paratyphi 10151987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID22111Concentrations in serum after 120 minutes at 50 mg / kg oral administration1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID22115Concentrations in serum after 60 minutes at 50 mg / kg oral administration1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID203141In vitro antibacterial activity was determined against Serratia marcescens 10711990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID52946In vitro antibacterial activity was determined against Citrobacter freundii BS-161990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID66246In vitro antibacterial activity was determined against Enterobacter cloacae P99 (Class Ia beta-lactamase overproducer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID165204In vitro antibacterial activity was determined against Pseudomonas aeruginosa 18S/H (Class Id beta-lactamase overproducer)1990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID207175Antibacterial activity against Staphylococcus aureus (H228)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID67402In vitro antibacterial activity was determined against Enterococcus faecalis ATCC 292121990Journal of medicinal chemistry, Jan, Volume: 33, Issue:1
Cephalosporin 3'-quinolone esters with a dual mode of action.
AID69782Antibacterial activity against Escherichia coli (H560)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID210022Antibacterial activity against Streptococcus pneumoniae (SV-1)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
New structure-activity relationships of the quinolone antibacterials using the target enzyme. The development and application of a DNA gyrase assay.
AID206293In vitro antibacterial activity against Staphylococcus aureus FDA 209P JC-11987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
AID205725In vitro antibacterial activity against Staphylococcus epidermidis IAM 15761987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Synthesis of antimicrobial agents. 1. Syntheses and antibacterial activities of 7-(azole substituted)quinolones.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (53.85)18.7374
1990's3 (23.08)18.2507
2000's2 (15.38)29.6817
2010's1 (7.69)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.58

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.58 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.29 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.58)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]