Marbofloxacin Chemical Properties

Melting point:

268-269°C (dec.)

Boiling point:

571℃

Density 

1.55±0.1 g/cm3(Predicted)

Flash point:

>110°(230°F)

storage temp. 

Inert atmosphere,2-8°C

solubility 

Chloroform (Slightly, Heated)

form 

Solid

pka

6.02±0.20(Predicted)

color 

Light Yellow

Water Solubility 

Soluble in DMSO at 2mg/ml. Soluble in water or ethanol at <1mg/ml

Merck 

14,5750

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)

InChIKey

BPFYOAJNDMUVBL-UHFFFAOYSA-N

SMILES

N12C=C(C(O)=O)C(=O)C3=C1C(=C(N1CCN(C)CC1)C(F)=C3)OCN2C

CAS DataBase Reference

115550-35-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

52/53-36/37/38

Safety Statements 

61-36-26-60

WGK Germany 

2

RTECS 

UU8815140

HS Code 

29349990

Marbofloxacin Usage And Synthesis

Brand Name(s) in US

Zeniquin, Marbocyl

Description

Marbofloxacin is a fluoroquinolone antibiotic that is active against P. multocida in vitro (MIC = 0.016 μg/ml). It exhibits broad-spectrum antibacterial activity mediated by the inhibition of DNA gyrase, with MIC values ranging from 0.016 to 0.4 and 0.19 to 1.7 μg/ml against various Gram-negative and Gram-positive bacterial isolates, respectively. In vivo, the administration of marbofloxacin (2 mg/kg, i.m.) after infection prevents the formation of pulmonary lesions in a bovine calf model of M. haemolytica A1 pneumonia. Oral marbofloxacin (2 mg/kg per day) also exhibits antileishmanial activity in a canine model of leishmaniasis, decreasing parasitic load by 72%. Formulations containing marbofloxacin have been used in the veterinary treatment of bacterial infections.

Chemical Properties

Crystalline Solid

Uses

Fluorinated quinolone antibacterial

Uses

A broad spectrum antibiotic commonly used to target Pseudomonas and Staphylococci species

Application

Marbofloxacin is an FDA-approved broad-spectrum bactericidal fluoroquinolone available in oral tablet and injectable forms. It has been shown to have varying therapeutic effects in a wide range of animal diseases in dogs, cats, horses, cattle and pigs. It can be used to treat skin and soft tissue infections in dogs and cats, urinary tract infections in dogs, some blood borne pathogens (e.g. Mycoplasma haematobium) in cats, equine infections caused by susceptible bacteria, bovine respiratory disease, and porcine respiratory disease pathogens.

Definition

ChEBI: A fluoroquinolone antibiotic that is 7-oxo-2,3-dihydro-7H-[1,3,4]oxadiazino[6,5,4-ij]quinoline substituted at positions 6, 9 and 10 by carboxy, fluoro and 4-methylpiperazin-1-yl groups, respectively. A synthetic, broad spect um bactericidal agent, it is used in veterinary medicine, although its mechanism of action is not thoroughly understood.

Side effects

The most common side effects of Marbofloxacin are vomiting, diarrhoea and loss of appetite. More serious side effects include cartilage abnormalities (which may cause difficulty walking), prolonged loss of appetite, incoordination, convulsions, depression, fever, rash, or difficulty breathing. Blindness and eye damage in cats has been a concern at high doses.

Veterinary Drugs and Treatments

Marbofloxacin is labeled for the treatment of susceptible bacterial infections in dogs and cats.

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