Details
Stereochemistry | RACEMIC |
Molecular Formula | C16H16FN3O3S |
Molecular Weight | 349.38 |
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)N4CCNCC4
InChI
InChIKey=SUXQDLLXIBLQHW-UHFFFAOYSA-N
InChI=1S/C16H16FN3O3S/c1-8-20-11-7-12(19-4-2-18-3-5-19)10(17)6-9(11)14(21)13(16(22)23)15(20)24-8/h6-8,18H,2-5H2,1H3,(H,22,23)
Molecular Formula | C16H16FN3O3S |
Molecular Weight | 349.38 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
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 |
---|---|---|---|
Target ID: CHEMBL2311224 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12621742 |
|||
Target ID: CHEMBL2363076 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12621742 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
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. |
|||
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. |
|||
Curative | Quisnon Approved UseThe treatment of gastroenteritis, including infectious diarrheas. |
PubMed
Title | Date | PubMed |
---|---|---|
Therapeutic effect of the quinolone prodrug prulifloxacin against experimental urinary tract infections in mice. | 1996 Dec |
|
Involvement of multiple transport systems in the disposition of an active metabolite of a prodrug-type new quinolone antibiotic, prulifloxacin. | 2003 |
|
Prulifloxacin: a new antibacterial fluoroquinolone. | 2006 Feb |
|
Determination of the active metabolite of prulifloxacin in human plasma by liquid chromatography-tandem mass spectrometry. | 2006 Mar 7 |
|
Prulifloxacin: a brief review of its potential in the treatment of acute exacerbation of chronic bronchitis. | 2007 |
|
Penetration of prulifloxacin into gynaecological tissues after single and repeated oral administrations. | 2007 |
|
Determination of ulifloxacin by terbium-sensitized fluorescence with second-order scattering and its applications. | 2007 Dec |
|
Transporter-mediated hepatic uptake of ulifloxacin, an active metabolite of a prodrug-type new quinolone antibiotic prulifloxacin, in rats. | 2007 Oct |
|
Involvement of breast cancer resistance protein (ABCG2) in the biliary excretion mechanism of fluoroquinolones. | 2007 Oct |
|
Effects of fluoroquinolones on bacterial adhesion and on preformed biofilm of strains isolated from urinary double J stents. | 2008 Apr |
|
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 |
|
Effects of prulifloxacin on cardiac repolarization in healthy subjects: a randomized, crossover, double-blind versus placebo, moxifloxacin-controlled study. | 2010 |
|
[In vitro synergism of ulifloxacin plus piperacillin/tazobactam against clinical isolates of Enterobacteriaceae producing extended-spectrum or AmpC-type β-lactamases]. | 2010 Dec |
|
[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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:33:24 GMT 2023
by
admin
on
Fri Dec 15 16:33:24 GMT 2023
|
Record UNII |
C38638H76Y
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C795
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
124225
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
C074190
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
112984-60-8
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
CHEMBL345937
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
C76925
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
8346
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
DTXSID0057621
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
C38638H76Y
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY | |||
|
300000037003
Created by
admin on Fri Dec 15 16:33:24 GMT 2023 , Edited by admin on Fri Dec 15 16:33:24 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
TARGET ORGANISM->INHIBITOR |
|
||
|
ENANTIOMER -> RACEMATE |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
ENANTIOMER -> RACEMATE |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
||
|
TARGET ORGANISM->INHIBITOR |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
PRODRUG -> METABOLITE ACTIVE |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|