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Details

Stereochemistry RACEMIC
Molecular Formula C15H14FNO3
Molecular Weight 275.275
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IBAFLOXACIN

SMILES

CC1CCC2=C(C)C(F)=CC3=C2N1C=C(C(O)=O)C3=O

InChI

InChIKey=DXKRGNXUIRKXNR-UHFFFAOYSA-N
InChI=1S/C15H14FNO3/c1-7-3-4-9-8(2)12(16)5-10-13(9)17(7)6-11(14(10)18)15(19)20/h5-7H,3-4H2,1-2H3,(H,19,20)

HIDE SMILES / InChI

Description

Ibafloxacin is a fluoroquinolone antibiotic drug used in veterinary medicine. Ibafloxacin, a fluorinated 4-quinolone, is a broad spectrum antibiotic with bactericidal action against Gram-positive and Gram-negative bacteria. Ibafloxacin is presented in the form of a tablet/oral gel containing a racemic mixture of S- and R-ibafloxacin. The antimicrobial activity of the racemate originates mainly from the S-enantiomer. Ibafloxacin was marketed under the brand name Ibaflin. Ibaflin tablets were intended for use in dogs for treatment of respiratory tract infections, urinary tract infections and dermal infections caused by ibafloxacin susceptible pathogens. Ibafloxacin, is an antibiotic belonging to the class ‘fluoroquinolones’. It works by blocking an enzyme called ‘DNA gyrase’, which is important in allowing bacteria to make copies of their DNA. This enzyme is only found in bacterial cells, and does not have a similar function in animal cells. By blocking DNA gyrase, ibafloxacin prevents the bacteria from making DNA and stops them making proteins and growing, resulting in their death.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
In-vitro activity of seventeen antimicrobial compounds against seven species of mycobacteria.
1988 Dec
Pharmacokinetics of ibafloxacin following intravenous and oral administration to healthy Beagle dogs.
2002 Apr
In vitro and in vivo pharmacodynamic properties of the fluoroquinolone ibafloxacin.
2002 Dec
Treatment of canine pyoderma with ibafloxacin and marbofloxacin--fluoroquinolones with different pharmacokinetic profiles.
2004 Jun
Pharmacokinetics of ibafloxacin in healthy cats.
2005 Feb
Pharmacodynamics of ibafloxacin in micro-organisms isolated from cats.
2005 Feb
Clinical efficacy of two ibafloxacin formulations in the treatment of canine pyoderma.
2006 Feb 18
Pharmacokinetics and milk penetration of ibafloxacin after intravenous administration to lactating goats.
2007 Jan
Development of a method for the determination of ibafloxacin in plasma by HPLC with flourescence detection and its application to a pharmacokinetic study.
2007 May-Jun
Comparative activity of pradofloxacin against anaerobic bacteria isolated from dogs and cats.
2007 Nov
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Oral use, 15 mg ibafloxacin/kg once daily. The duration of treatment depends on the nature and severity of the infection and on the response. In most cases, a 10-day treatment course will be sufficient.
Route of Administration: Oral
In Vitro Use Guide
Escherichia coli and Pasteurella, Klebsiella and Staphylococcus spp. are commonly isolated from feline infections and all are susceptible to ibafloxacin (MIC90 < or = 0.5 ug/mL)
Name Type Language
IBAFLOXACIN
INN   MART.   MI   USAN  
INN   USAN  
Official Name English
IBAFLOXACIN [MART.]
Common Name English
IBAFLOXACIN [MI]
Common Name English
R 835
Code English
IBAFLOXACIN [INN]
Common Name English
1H,5H-BENZO(IJ)QUINOLIZINE-2-CARBOXYLIC ACID, 9-FLUORO-6,7-DIHYDRO-5,8-DIMETHYL-1-OXO-
Common Name English
S 25930
Code English
IBAFLIN
Brand Name English
9-FLUORO-6,7-DIHYDRO-5,8-DIMETHYL-1-OXO-1H,5H-BENZO(IJ)QUINOLIZINE-2-CARBOXYLIC ACID
Systematic Name English
R-835
Code English
IBAFLOXACIN [EMA EPAR VETERINARY]
Common Name English
S-25930
Code English
IBAFLOXACIN [USAN]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ01MA96
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
EMA VETERINARY ASSESSMENT REPORTS IBAFLIN [WITHDRAWN]
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
Code System Code Type Description
CAS
91618-36-9
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
MERCK INDEX
M6181
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY Merck Index
NCI_THESAURUS
C83772
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
INN
6398
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
WIKIPEDIA
IBAFLOXACIN
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
ChEMBL
CHEMBL170052
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
EPA CompTox
91618-36-9
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
EVMPD
SUB08091MIG
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY
PUBCHEM
71186
Created by admin on Tue Mar 06 10:29:49 UTC 2018 , Edited by admin on Tue Mar 06 10:29:49 UTC 2018
PRIMARY SWITZERF