Marbofloxacin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Marbofloxacin
DrugBank Accession Number
DB11426
Background

Marbofloxacin is a carboxylic acid, part of the third generation of antibiotic fluoroquinolones. It is used in veterinary medicine. A formulation of marbofloxacin combined with clotrimazole and dexamethasone is available under the name Aurizon.

Type
Small Molecule
Groups
Vet approved
Structure
Weight
Average: 362.361
Monoisotopic: 362.139033271
Chemical Formula
C17H19FN4O4
Synonyms
  • Marbofloxacin
External IDs
  • RO 09-1168

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
AcenocoumarolThe risk or severity of bleeding can be increased when Marbofloxacin is combined with Acenocoumarol.
AmbroxolThe risk or severity of methemoglobinemia can be increased when Marbofloxacin is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when Marbofloxacin is combined with Articaine.
BCG vaccineThe therapeutic efficacy of BCG vaccine can be decreased when used in combination with Marbofloxacin.
BenzocaineThe risk or severity of methemoglobinemia can be increased when Marbofloxacin is combined with Benzocaine.
Food Interactions
Not Available

Products

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Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Quinoline carboxylic acids
Direct Parent
Quinoline carboxylic acids
Alternative Parents
Fluoroquinolones / N-arylpiperazines / Aminoquinolines and derivatives / Haloquinolines / Hydroquinolones / Hydroquinolines / Pyridinecarboxylic acids / Dialkylarylamines / N-methylpiperazines / Benzenoids
show 14 more
Substituents
1,4-diazinane / Amine / Amino acid / Amino acid or derivatives / Aminoquinoline / Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Azacycle / Benzenoid
show 31 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
8X09WU898T
CAS number
115550-35-1
InChI Key
BPFYOAJNDMUVBL-UHFFFAOYSA-N
InChI
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)
IUPAC Name
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
SMILES
CN1CCN(CC1)C1=C(F)C=C2C(=O)C(=CN3N(C)COC1=C23)C(O)=O

References

General References
  1. Shen J, Qian JJ, Gu JM, Hu XR: Marbofloxacin. Acta Crystallogr Sect E Struct Rep Online. 2012 Apr 1;68(Pt 4):o998-9. doi: 10.1107/S1600536812009312. Epub 2012 Mar 10. [Article]
  2. Bousquet-Melou A, Bernard S, Schneider M, Toutain PL: Pharmacokinetics of marbofloxacin in horses. Equine Vet J. 2002 Jul;34(4):366-72. [Article]
  3. Illambas J, Potter T, Cheng Z, Rycroft A, Fishwick J, Lees P: Pharmacodynamics of marbofloxacin for calf pneumonia pathogens. Res Vet Sci. 2013 Jun;94(3):675-81. doi: 10.1016/j.rvsc.2012.12.012. Epub 2013 Jan 31. [Article]
  4. Anadon A, Martinez-Larranaga MR, Diaz MJ, Martinez MA, Frejo MT, Martinez M, Tafur M, Castellano VJ: Pharmacokinetic characteristics and tissue residues for marbofloxacin and its metabolite N-desmethyl-marbofloxacin in broiler chickens. Am J Vet Res. 2002 Jul;63(7):927-33. [Article]
  5. Peyrou M, Doucet MY, Vrins A, Concordet D, Schneider M, Bousquet-Melou A: Population pharmacokinetics of marbofloxacin in horses: preliminary analysis. J Vet Pharmacol Ther. 2004 Oct;27(5):283-8. [Article]
  6. Lefebvre HP, Dupouy V, Schneider M, Laroute V, Toutain PL: Pharmacokinetics of marbofloxacin in renal impairment in the dog. Vet Q. 1998;20 Suppl 1:S104. [Article]
  7. Haritova AM, Rusenova NV, Parvanov PR, Lashev LD, Fink-Gremmels J: Integration of pharmacokinetic and pharmacodynamic indices of marbofloxacin in turkeys. Antimicrob Agents Chemother. 2006 Nov;50(11):3779-85. Epub 2006 Aug 28. [Article]
  8. Carpenter JW, Hunter RP, Olsen JH, Henry H, Isaza R, Koch DE: Pharmacokinetics of marbofloxacin in blue and gold macaws (Ara ararauna). Am J Vet Res. 2006 Jun;67(6):947-50. [Article]
  9. Schneider M, Thomas V, Boisrame B, Deleforge J: Pharmacokinetics of marbofloxacin in dogs after oral and parenteral administration. J Vet Pharmacol Ther. 1996 Feb;19(1):56-61. [Article]
KEGG Drug
D08156
ChemSpider
54663
RxNav
69256
ChEBI
94723
ChEMBL
CHEMBL478120
ZINC
ZINC000000537947
Wikipedia
Marbofloxacin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Solution
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.6 mg/mLALOGPS
logP-0.53ALOGPS
logP-0.045Chemaxon
logS-2.1ALOGPS
pKa (Strongest Acidic)5.38Chemaxon
pKa (Strongest Basic)6.16Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area76.56 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity103.02 m3·mol-1Chemaxon
Polarizability35.92 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0229-3049000000-014725600c65e721b0c4
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-0009000000-3cc733f0d48f0efab4a0
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-9004000000-7a6c1591747b31e05842
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-9010000000-88c53df7784f418e4946
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-9110000000-1928ad3796067a4d5980
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-9410000000-7d5850dc02949a2ec321
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-9800000000-53b4c277a884f24dce27
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-05fr-7900000000-ce3aee917b31d0ea3a12
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-05di-9500000000-a4720551cd6269bf3188
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-056r-9200000000-6c8fabe0456090287dfa
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-0129000000-2a6e9ed702ca173c3dfb
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-03dj-0009000000-87fc546ad1f28c7892fe
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dj-0059000000-07ba663bdd5c12f43e77
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-4ef732341719d818914e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gba-0039000000-b2a5fde6f681afc78484
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gw0-0039000000-9d51ce05dcd4fe7b8ab9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0q4i-0296000000-583d4931ceb095fff7ad
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-180.99753
predicted
DeepCCS 1.0 (2019)
[M+H]+183.35551
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.01149
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:40 / Updated at April 30, 2021 13:08