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Details

Stereochemistry ACHIRAL
Molecular Formula C17H19FN4O4
Molecular Weight 362.3556
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MARBOFLOXACIN

SMILES

CN1CCN(CC1)C2=C3OCN(C)N4C=C(C(O)=O)C(=O)C(C=C2F)=C34

InChI

InChIKey=BPFYOAJNDMUVBL-UHFFFAOYSA-N
InChI=1S/C17H19FN4O4/c1-19-3-5-21(6-4-19)14-12(18)7-10-13-16(14)26-9-20(2)22(13)8-11(15(10)23)17(24)25/h7-8H,3-6,9H2,1-2H3,(H,24,25)

HIDE SMILES / InChI

Molecular Formula C17H19FN4O4
Molecular Weight 362.3556
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Marbofloxacin is an anti-bacterial veterinary medication which is approved by FDA and EMEA for the treatment of bacterial diseases in dogs and cats. The drug exerts its action by inhibiting bacterial DNA gyrase.

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Pharmacokinetic characteristics and tissue residues for marbofloxacin and its metabolite N-desmethyl-marbofloxacin in broiler chickens.
2002 Jul
Pharmacokinetics of marbofloxacin in horses.
2002 Jul
Marbofloxacin in equine medicine: have we got the doses right?
2002 Jul
In vitro sensitivity of Hungarian Actinobaculum suis strains to selected antimicrobials.
2003
Influence of Escherichia coli endotoxin-induced fever on the pharmacokinetic behavior of marbofloxacin after intravenous administration in goats.
2003 Feb
Population pharmacokinetics of marbofloxacin in aqueous humor after intravenous administration in dogs.
2003 Jul
Plasma and interstitial fluid pharmacokinetics of enrofloxacin, its metabolite ciprofloxacin, and marbofloxacin after oral administration and a constant rate intravenous infusion in dogs.
2005 Aug
Influence of marbofloxacin on the pharmacokinetics and pharmacodynamics of tolfenamic acid in calves.
2005 Feb
Antimicrobial drug susceptibility of Staphylococcus intermedius clinical isolates from canine pyoderma.
2005 Feb
Multiresidue method for simultaneous determination of ten quinolone antibacterial residues in multimatrix/multispecies animal tissues by liquid chromatography with fluorescence detection: single laboratory validation study.
2005 Jul-Aug
A comparative study of two antimicrobial/anti-inflammatory formulations in the treatment of canine otitis externa.
2005 Oct
Pharmacokinetics of marbofloxacin after single intravenous and repeat oral administration to cats.
2005 Sep
Isolation of methicillin-resistant Staphylococcus aureus from a non-healing abscess in a cat.
2005 Sep 24
[Resistance of mastitis pathogens in northern Germany].
2005 Sep-Oct
Simultaneous determination of (fluoro)quinolone antibiotics in kidney, marine products, eggs, and muscle by enzyme-linked immunosorbent assay (ELISA).
2006 Apr 19
Pharmacokinetics, urinary excretion and dosage regimen of levofloxacin following a single intramuscular administration in cross bred calves.
2006 Dec
Clinical efficacy of intravenous administration of marbofloxacin in a Staphylococcus aureus infection in tissue cages in ponies.
2006 Dec
Pharmacokinetic and pharmacodynamic interactions of tolfenamic acid and marbofloxacin in goats.
2006 Feb
Pharmacokinetics of marbofloxacin in blue and gold macaws (Ara ararauna).
2006 Jun
Comparative pharmacokinetics of marbofloxacin after a single intramuscular administration at two dosages to camels (Camelus dromedarius).
2006 Jun
Comparison of faecal and optimal growth conditions on in vitro pharmacodynamic activity of marbofloxacin against Escherichia coli.
2006 Jun
Preliminary single-dose pharmacokinetics of marbofloxacin in ball pythons (Python regius).
2006 Mar
The pharmacokinetic behaviour of marbofloxacin in Eurasian buzzards (Buteo buteo) after intraosseous administration.
2006 May
Multiresidue method for the determination of quinolone antibiotics in bovine raw milk by capillary electrophoresis-tandem mass spectrometry.
2006 Nov 15
Comparison of pharmacodynamic and pharmacokinetic indices of efficacy for 5 fluoroquinolones toward pathogens of dogs and cats.
2006 Nov-Dec
Enrofloxacin and marbofloxacin in horses: comparison of pharmacokinetic parameters, use of urinary and metabolite data to estimate first-pass effect and absorbed fraction.
2006 Oct
Effect of chronic FIV infection, and efficacy of marbofloxacin treatment, on Mycoplasma haemofelis infection.
2006 Oct 31
Naïve averaged, naïve pooled, and population pharmacokinetics of orally administered marbofloxacin in juvenile harbor seals.
2007 Feb 1
Separation of fifteen quinolones by high performance liquid chromatography: application to pharmaceuticals and ofloxacin determination in urine.
2007 Jun
Identification and comparison of marbofloxacin metabolites from the plasma of ball pythons (Python regius) and blue and gold macaws (Ara ararauna).
2007 Jun
Microbiological detection of 10 quinolone antibiotic residues and its application to artificially contaminated poultry samples.
2007 Mar
Stability of frozen stock solutions of beta-lactam antibiotics, cephalosporins, tetracyclines and quinolones used in antibiotic residue screening and antibiotic susceptibility testing.
2007 Mar 14
Simultaneous determination of trace levels of 10 quinolones in swine, chicken, and shrimp muscle tissues using HPLC with programmable fluorescence detection.
2007 May 16
Single-dose pharmacokinetics of marbofloxacin in Egyptian buffalo (Bubalus bubalis L.) steers.
2007 May-Jun
Pharmacokinetic behavior and pharmacokinetic/pharmacodynamic integration of marbofloxacin after subcutaneous administration in goats.
2007 Sep
Comparative quantification of the in vitro activity of veterinary fluoroquinolones.
2007 Sep 20
Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS.
2008 Jul
Development of an immunochromatography strip for the rapid detection of 12 fluoroquinolones in chicken muscle and liver.
2008 Jul 23
[Multiresidue determination of quinolones in animal and fishery products by HPLC].
2008 Jun
In-line solid-phase extraction preconcentration in capillary electrophoresis-tandem mass spectrometry for the multiresidue detection of quinolones in meat by pressurized liquid extraction.
2008 May
Simultaneous determination of quinolone antibacterials in bovine milk by liquid chromatography-mass spectrometry.
2008 Nov
Simultaneous determination of 13 quinolones in eggs using column high-performance liquid chromatography/electrospray ionization-tandem mass spectrometry and depletion of pefloxacin methanesulfonate in eggs.
2008 Nov-Dec
Influence of systemic fluoroquinolone administration on the presence of Pasteurella multocida in the upper respiratory tract of clinically healthy calves.
2008 Sep 22
Single- and multiple-dose pharmacokinetics of marbofloxacin after oral administration to rabbits.
2009 Apr
Are liquid chromatography/electrospray tandem quadrupole fragmentation ratios unequivocal confirmation criteria?
2009 Apr
Fully automatic sample treatment by integration of microextraction by packed sorbents into commercial capillary electrophoresis-mass spectrometry equipment: application to the determination of fluoroquinolones in urine.
2009 Apr 15
Water-compatible molecularly imprinted polymer for the selective recognition of fluoroquinolone antibiotics in biological samples.
2009 Jan
Resolution of tongue lesions caused by Leishmania infantum in a dog treated with the association miltefosine-allopurinol.
2009 Mar 26
Pharmacokinetics of marbofloxacin after a single oral dose to loggerhead sea turtles (Caretta caretta).
2009 Oct
Pharmacokinetic and pharmacodynamic modelling of marbofloxacin administered alone and in combination with tolfenamic acid in goats.
2010 May
Patents

Sample Use Guides

In Vivo Use Guide
1.25 mg per pound (/lb) of body weight once daily, but may be increased to 2.5 mg/lb of body weight once daily.
Route of Administration: Oral; Topical
In Vitro Use Guide
MIC50 values of marbofloxacin against pathogens isolated from skin, soft tissue and urinary tract infections in dogs were: Staphylococcus intermedius - 0.25 ug/ml, Escherichia coli - 0.03 ug/ml, Proteus mirabilis - 0.06 ug/ml, Beta-hemolytic Streptococcus, (not Group A or Group B) - 1 ug/ml, Streptococcus, Group D enterococcus - 1 ug/ml, Pasteurella multocida - 0.015 ug/ml, Staphylococcus aureus - 0.25 ug/ml, Enterococcus faecalis - 2 ug/ml, Klebsiella pneumoniae - 0.06 ug/ml.
Substance Class Chemical
Created
by admin
on Mon Oct 21 19:48:22 UTC 2019
Edited
by admin
on Mon Oct 21 19:48:22 UTC 2019
Record UNII
8X09WU898T
Record Status Validated (UNII)
Record Version
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Name Type Language
MARBOFLOXACIN
GREEN BOOK   INN   MART.   MI  
INN  
Official Name English
9-FLUORO-2,3-DIHYDRO-3-METHYL-10-(4-METHYL-1-PIPERAZINYL)-7-OXO-7H-PYRIDO(3,2,1-IJ)(4,1,2)BENZOXADIAZINE-6-CARBOXYLIC ACID
Systematic Name English
MARBOFLOXACIN [GREEN BOOK]
Common Name English
MARBOFLOXACIN [MART.]
Common Name English
MARBOFLOXACIN [INN]
Common Name English
MARBOFLOXACIN [MI]
Common Name English
RO 09-1168
Code English
MARBOCYL
Brand Name English
Classification Tree Code System Code
CFR 21 CFR 520.1310
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
NCI_THESAURUS C795
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
WHO-VATC QJ01MA93
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
Code System Code Type Description
RXCUI
69256
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY RxNorm
CAS
115550-35-1
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
INN
6807
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
WIKIPEDIA
MARBOFLOXACIN
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
MERCK INDEX
M7085
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY Merck Index
ChEMBL
CHEMBL478120
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
EPA CompTox
115550-35-1
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
NCI_THESAURUS
C80640
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
PUBCHEM
60651
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
EVMPD
SUB08648MIG
Created by admin on Mon Oct 21 19:48:22 UTC 2019 , Edited by admin on Mon Oct 21 19:48:22 UTC 2019
PRIMARY
Related Record Type Details
ACTIVE MOIETY