Details
Stereochemistry | RACEMIC |
Molecular Formula | C21H20FN3O6S |
Molecular Weight | 461.463 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1SC2=C(C(O)=O)C(=O)C3=CC(F)=C(C=C3N12)N4CCN(CC5=C(C)OC(=O)O5)CC4
InChI
InChIKey=PWNMXPDKBYZCOO-UHFFFAOYSA-N
InChI=1S/C21H20FN3O6S/c1-10-16(31-21(29)30-10)9-23-3-5-24(6-4-23)15-8-14-12(7-13(15)22)18(26)17(20(27)28)19-25(14)11(2)32-19/h7-8,11H,3-6,9H2,1-2H3,(H,27,28)
DescriptionSources: http://www.leespharm.com/file/product/Unidrox%20PIL%20HK%20ver%202012.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/16286954 | https://adisinsight.springer.com/drugs/800015025 | https://www.ncbi.nlm.nih.gov/pubmed/15456336Curator's Comment: description was created based on several sources, including
https://hal.archives-ouvertes.fr/hal-00679605/document
Sources: http://www.leespharm.com/file/product/Unidrox%20PIL%20HK%20ver%202012.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/16286954 | https://adisinsight.springer.com/drugs/800015025 | https://www.ncbi.nlm.nih.gov/pubmed/15456336
Curator's Comment: description was created based on several sources, including
https://hal.archives-ouvertes.fr/hal-00679605/document
Ulifloxacin is a fluoroquinolone with potent antibacterial activity against a broad spectrum of Gram-positive and -negative bacteria. Ulifloxacin is the active form of the prodrug prulifloxacin and shows a highly potent antipseudomonal activity. Ulifloxacin is generally more active in vitro than other fluoroquinolones against a variety of clinical isolates of Gram-negative bacteria, including community and nosocomial isolates of Escherichia coli, Klebsiella spp., Proteus, Providencia and Morganella spp., Moraxella catarrhalis and Haemophilus spp. The activity of ulifloxacin against Pseudomonas aeruginosa varies between countries. Gram-positive organisms, including meticillin- or oxacillin-susceptible Staphylococcus aureus, Enterococcus spp. and Italian community isolates of Streptococcus pneumoniae are susceptible to ulifloxacin. Activity against Spanish strains of S. pneumoniae is moderate.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2311224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12621742 |
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Target ID: CHEMBL2363076 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12621742 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | Unidrox Approved UseUnidrox is indicated in the treatment of infections caused by susceptible organisms, in the following conditions: acute uncomplicated lower urinary tract infections (simple cystitis); complicated lower urinary tract infections; acute exacerbation of chronic bronchitis. |
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Curative | Unidrox Approved UseUnidrox is indicated in the treatment of infections caused by susceptible organisms, in the following conditions: acute uncomplicated lower urinary tract infections (simple cystitis); complicated lower urinary tract infections; acute exacerbation of chronic bronchitis. |
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Curative | Quisnon Approved UseThe treatment of gastroenteritis, including infectious diarrheas. |
PubMed
Title | Date | PubMed |
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Therapeutic effect of the quinolone prodrug prulifloxacin against experimental urinary tract infections in mice. | 1996 Dec |
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Involvement of multiple transport systems in the disposition of an active metabolite of a prodrug-type new quinolone antibiotic, prulifloxacin. | 2003 |
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Prulifloxacin. | 2004 |
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Molecular characterization of clinical Streptococcus pneumoniae isolates with reduced susceptibility to fluoroquinolones emerging in Italy. | 2004 Fall |
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Penetration of orally administered prulifloxacin into human lung tissue. | 2005 |
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Interpretive criteria for disk diffusion susceptibility testing of ulifloxacin, the active metabolite of prulifloxacin. | 2005 Apr |
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Synergistic effect of fosfomycin and fluoroquinolones against Pseudomonas aeruginosa growing in a biofilm. | 2005 Oct |
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Pharmacologic characteristics of prulifloxacin. | 2006 |
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Prulifloxacin: a new fluoroquinolone for the treatment of acute exacerbation of chronic bronchitis. | 2006 |
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Prulifloxacin: a new antibacterial fluoroquinolone. | 2006 Feb |
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Determination of the active metabolite of prulifloxacin in human plasma by liquid chromatography-tandem mass spectrometry. | 2006 Mar 7 |
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Prulifloxacin: a brief review of its potential in the treatment of acute exacerbation of chronic bronchitis. | 2007 |
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Penetration of prulifloxacin into gynaecological tissues after single and repeated oral administrations. | 2007 |
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Determination of ulifloxacin by terbium-sensitized fluorescence with second-order scattering and its applications. | 2007 Dec |
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Transporter-mediated hepatic uptake of ulifloxacin, an active metabolite of a prodrug-type new quinolone antibiotic prulifloxacin, in rats. | 2007 Oct |
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Involvement of breast cancer resistance protein (ABCG2) in the biliary excretion mechanism of fluoroquinolones. | 2007 Oct |
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Activity of ulifloxacin against clinical hospital isolates. | 2007 Sep |
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Effects of fluoroquinolones on bacterial adhesion and on preformed biofilm of strains isolated from urinary double J stents. | 2008 Apr |
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Simultaneous determination of Ciprofloxacin and the active metabolite of Prulifloxacin in aqueous human humor by high-performance liquid chromatography. | 2008 Jul 15 |
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Proposal of membrane transport mechanism of protein-unbound ulifloxacin into epithelial lining fluid determined by improved microdialysis. | 2008 Sep |
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Determination of ulifloxacin, the active metabolite of prulifloxacin, in human plasma by a 96-well format solid-phase extraction and capillary zone electrophoresis. | 2008 Sep 1 |
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Penetration of orally administered prulifloxacin into human prostate tissue. | 2009 |
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Prulifloxacin: clinical studies of a broad-spectrum quinolone agent. | 2009 Feb |
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Active uptake of ulifloxacin from plasma to lung that controls its concentration in epithelial lining fluid. | 2009 Jun |
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Effects of prulifloxacin on cardiac repolarization in healthy subjects: a randomized, crossover, double-blind versus placebo, moxifloxacin-controlled study. | 2010 |
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Human carboxymethylenebutenolidase as a bioactivating hydrolase of olmesartan medoxomil in liver and intestine. | 2010 Apr 16 |
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[In vitro synergism of ulifloxacin plus piperacillin/tazobactam against clinical isolates of Enterobacteriaceae producing extended-spectrum or AmpC-type β-lactamases]. | 2010 Dec |
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[Susceptibility surveillance of clinical isolates to fluoroquinolone antimicrobial agents from 2003 to 2008: post-marketing study of prulifloxacin]. | 2010 Jun |
Patents
Sample Use Guides
One 600 mg tablet is sufficient. For patients with complicated lower urinary tract infections or acute exacerbation of bronchitis - one 600 mg tablet once daily for up to a maximum of 10 days of treatment
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15456336
Activity of prulifloxacin against Gram-negative and -positive bacteria (MIC50) is 0.015-2 mg/L
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NCI_THESAURUS |
C795
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PRULIFLOXACIN
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ACTIVE MOIETY
SUBSTANCE RECORD