U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of PRULIFLOXACIN

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)

HIDE SMILES / InChI

Molecular Formula C21H20FN3O6S
Molecular Weight 461.463
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unidrox

Approved Use

Unidrox 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 Use

Unidrox 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 Use

The treatment of gastroenteritis, including infectious diarrheas.
PubMed

PubMed

TitleDatePubMed
Interpretive criteria for disk diffusion susceptibility testing of ulifloxacin, the active metabolite of prulifloxacin.
2005 Apr
Pharmacologic characteristics of prulifloxacin.
2006
Determination of the active metabolite of prulifloxacin in human plasma by liquid chromatography-tandem mass spectrometry.
2006 Mar 7
Activity of ulifloxacin against clinical hospital isolates.
2007 Sep
Simultaneous determination of Ciprofloxacin and the active metabolite of Prulifloxacin in aqueous human humor by high-performance liquid chromatography.
2008 Jul 15
Proposal of membrane transport mechanism of protein-unbound ulifloxacin into epithelial lining fluid determined by improved microdialysis.
2008 Sep
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
Human carboxymethylenebutenolidase as a bioactivating hydrolase of olmesartan medoxomil in liver and intestine.
2010 Apr 16
[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
Activity of prulifloxacin against Gram-negative and -positive bacteria (MIC50) is 0.015-2 mg/L
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:01:53 UTC 2023
Edited
by admin
on Fri Dec 15 16:01:53 UTC 2023
Record UNII
J42298IESW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRULIFLOXACIN
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
Prulifloxacin [WHO-DD]
Common Name English
NM-441
Code English
PRULIFLOXACIN [JAN]
Common Name English
PRUVEL
Brand Name English
NSC-759833
Code English
prulifloxacin [INN]
Common Name English
PRULIFLOXACIN [MART.]
Common Name English
SWORD
Brand Name English
NM441
Code English
PRULIFLOXACIN [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC J01MA17
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
WHO-VATC QJ01MA17
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
NCI_THESAURUS C795
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
Code System Code Type Description
SMS_ID
100000080843
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
CAS
123447-62-1
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
NSC
759833
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
MERCK INDEX
m9286
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY Merck Index
PUBCHEM
65947
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
NCI_THESAURUS
C72637
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
FDA UNII
J42298IESW
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
DRUG BANK
DB11892
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
DRUG CENTRAL
2325
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
INN
7249
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID0046480
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
MESH
C074191
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL422648
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
WIKIPEDIA
PRULIFLOXACIN
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
EVMPD
SUB10156MIG
Created by admin on Fri Dec 15 16:01:53 UTC 2023 , Edited by admin on Fri Dec 15 16:01:53 UTC 2023
PRIMARY
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY