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Details

Stereochemistry ACHIRAL
Molecular Formula C17H19FN4O4.ClH
Molecular Weight 398.817
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Marbofloxacin hydrochloride

SMILES

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

InChI

InChIKey=OCRYFLKYXNBUEY-UHFFFAOYSA-N
InChI=1S/C17H19FN4O4.ClH/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);1H

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=05196313-2371-45ad-a6fb-6269f8ef94c5

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

Curator's Comment: Mabrofloxacin has minimal penetration across the blood brain barrier in animals. Human data is not available.

Originator

Curator's Comment: # Hoffmann-La Roche Inc.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Zeniquin

Approved Use

Zeniquin (marbofloxacin) tablets are indicated for the treatment of infections in dogs associated with bacteria susceptible to marbofloxacin.

Launch Date

1999
Curative
Zeniquin

Approved Use

Zeniquin (marbofloxacin) tablets are indicated for the treatment of infections in dogs associated with bacteria susceptible to marbofloxacin.

Launch Date

1999
Curative
Zeniquin

Approved Use

Zeniquin (marbofloxacin) tablets are indicated for the treatment of infections in dogs associated with bacteria susceptible to marbofloxacin.

Launch Date

1999
PubMed

PubMed

TitleDatePubMed
The disposition of marbofloxacin in Eurasian buzzards (Buteo buteo) after intravenous administration.
2001 Apr
Pharmacokinetic behavior of marbofloxacin after intravenous and intramuscular administrations in adult goats.
2001 Dec
Activity and postantibiotic effect of marbofloxacin, enrofloxacin, difloxacin and ciprofloxacin against feline Bordetella bronchiseptica isolates.
2001 Jul 3
A field comparison of the efficacy and tolerance of marbofloxacin in the treatment of bovine respiratory disease.
2001 Oct
Multiresidue determination of (fluoro)quinolone antibiotics in swine kidney using liquid chromatography-tandem mass spectrometry.
2002 Apr 5
Pharmacokinetics of marbofloxacin in mature horses after single intravenous and intramuscular administration.
2002 Jul
In vitro sensitivity of Hungarian Actinobaculum suis strains to selected antimicrobials.
2003
In vitro susceptibility of Arcobacter butzleri and Arcobacter cryaerophilus to different antimicrobial agents.
2003 May
Antibiotic susceptibilities of recent isolates of Mycoplasma bovis in Belgium.
2003 Oct 4
Multiresidue determination of fluoroquinolones in milk by column liquid chromatography with fluorescence and ultraviolet absorbance detection.
2004 Apr 23
A seven-year survey of susceptibility to marbofloxacin of pathogenic strains isolated from pets.
2004 Dec
Treatment of canine pyoderma with ibafloxacin and marbofloxacin--fluoroquinolones with different pharmacokinetic profiles.
2004 Jun
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
Inclusion of marbofloxacin in PMMA orthopaedic cement: an in vitro experimental study.
2006
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
Determination of fluoroquinolones in milk samples by postcolumn derivatization liquid chromatography with luminescence detection.
2006 Dec 27
Pharmacokinetics of marbofloxacin in blue and gold macaws (Ara ararauna).
2006 Jun
Comparison of faecal and optimal growth conditions on in vitro pharmacodynamic activity of marbofloxacin against Escherichia coli.
2006 Jun
Epidemiology and susceptibility of pathogenic bacteria responsible for upper respiratory tract infections in pet rabbits.
2006 Jun 15
Multiresidue method for the determination of quinolone antibiotics in bovine raw milk by capillary electrophoresis-tandem mass spectrometry.
2006 Nov 15
Effect of chronic FIV infection, and efficacy of marbofloxacin treatment, on Mycoplasma haemofelis infection.
2006 Oct 31
In vitro antimicrobial activity of marbofloxacin and enrofloxacin against bacterial strains isolated from companion animals.
2007 Jun
Comparative pharmacokinetics of marbofloxacin in healthy and Mannheimia haemolytica infected calves.
2007 Jun
Multiresidue method for simultaneous determination of quinolone antibacterials in pig kidney samples by liquid chromatography with fluorescence detection.
2007 Nov 15
Pharmacokinetic behavior and pharmacokinetic/pharmacodynamic integration of marbofloxacin after subcutaneous administration in goats.
2007 Sep
Intraocular pharmacokinetics of intravenously administered marbofloxacin in rabbits with experimentally induced acute endophthalmitis.
2008 Mar
Antimicrobial resistance and genetic characterization of fluoroquinolone resistance of Pseudomonas aeruginosa isolated from canine infections.
2008 Sep 18
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
Patents

Sample Use Guides

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: Other
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.
Name Type Language
Marbofloxacin hydrochloride
Common Name English
9-Fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,3,4]oxadiazino[6,5,4-ij]quinoline-6-carboxylic acid hydrochloride
Systematic Name English
7H-Pyrido[3,2,1-ij][4,1,2]benzoxadiazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, monohydrochloride
Systematic Name English
7H-Pyrido[3,2,1-ij][4,1,2]benzoxadiazine-6-carboxylic acid, 9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-, hydrochloride (1:1)
Systematic Name English
7-fluoro-2-methyl-6-(4-methylpiperazin-1-yl)-10-oxo-4-oxa-1,2-diazatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid;hydrochloride
Systematic Name English
Code System Code Type Description
CAS
115551-26-3
Created by admin on Sat Dec 16 19:46:27 GMT 2023 , Edited by admin on Sat Dec 16 19:46:27 GMT 2023
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PUBCHEM
14576609
Created by admin on Sat Dec 16 19:46:27 GMT 2023 , Edited by admin on Sat Dec 16 19:46:27 GMT 2023
PRIMARY
FDA UNII
W3C3ZZ8R2D
Created by admin on Sat Dec 16 19:46:27 GMT 2023 , Edited by admin on Sat Dec 16 19:46:27 GMT 2023
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