Enrofloxacin

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Enrofloxacin
Category Antibiotics
Catalog number BBF-04643
CAS 93106-60-6
Molecular Weight 359.39
Molecular Formula C19H22FN3O3
Purity >98%

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BBF-04643 100 g $199 In stock

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Description

Enrofloxacin is a fluoroquinolone antibiotic that prevents DNA superhelix and DNA synthesis by inhibiting bacterial DNA gyrase (a type II topoisomerase). It can be used for bacterial diseases caused by sensitive bacteria in livestock and small animals.

Specification

Related CAS 112732-17-9 (hydrochloride) 266346-15-0 (sodium salt)
Synonyms Baytril; Enrofloxacine; CFPQ; Enrofloxacino; Bay Vp 2674
Storage Store at -20°C
IUPAC Name 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxoquinoline-3-carboxylic acid
Canonical SMILES CCN1CCN(CC1)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C4CC4)F
InChI InChI=1S/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26)
InChI Key SPFYMRJSYKOXGV-UHFFFAOYSA-N
Source Synthetic

Properties

Appearance Pale Yellow to Pale Beige Solid
Antibiotic Activity Spectrum Bacteria
Boiling Point 560.5±50.0°C (Predicted)
Melting Point 219-221°C
Flash Point 292.8±30.1 °C
Density 1.385±0.06 g/cm3 (Predicted)
Solubility Slightly soluble in Chloroform, Methanol (Very Heated)

Reference Reading

1.Protective role of biogenic selenium nanoparticles in immunological and oxidative stress generated by enrofloxacin in broiler chicken.
Shirsat S1, Kadam A2, Mane RS3, Jadhav VV4, Zate MK5, Naushad M6, Kim KH7. Dalton Trans. 2016 May 5. [Epub ahead of print]
Presently most bacteria are becoming antibiotic resistant. Due to this there is a deficiency of potent antibiotics, therefore we have to preserve and improve the efficiency of existing antibiotics by mitigating the side effects. Enrofloxacin (EFX) is an important antimicrobial used in veterinary practice but it is known to exert immune suppression antioxidant stress. In the present study, we report on: (a) the biosynthesis of selenium nanoparticles (Se NPs), and (b) their protective effect in reducing adverse effects of EFX on broiler chicken. A potent bacterial strain, isolated from farm soil, has been identified as Pantoea agglomerans (GenBank: KU500622). It tolerates a high concentration of selenium dioxide (9 mM) and produces Se NPs under aerobic conditions. The obtained Se NPs are amorphous in structure and spherical in shape with sizes of less than 100 nm. The activity of cellular, humoral immune response and enzymatic and non-enzymatic antioxidants, has significantly been decreased as a result of EFX treatment.
2.Evaluation of ameliorative potential of supranutritional selenium on enrofloxacin-induced testicular toxicity.
Rungsung S1, Khan AM2, Sood NK3, Rampal S4, Singh Saini SP4. Chem Biol Interact. 2016 May 25;252:87-92. doi: 10.1016/j.cbi.2016.04.018. Epub 2016 Apr 12.
The study was designed to assess the ameliorative potential of selenium (Se) on enrofloxacin-induced testicular toxicity in rats. There was a significant decrease in body weight and non-significant decrease in mean testicular weight of enrofloxacin treated rats. In enrofloxacin treated rats, total sperm count and viability decreased where as sperm abnormalities increased. Testicular histopathology revealed dose dependent dysregulation of spermatogenesis and presence of necrotic debris in seminiferous tubules which was marginally improved with Se. Enrofloxacin also produced a dose dependent decrease in testosterone level. The activity of testicular antioxidant enzymes decreased where as lipid peroxidation increased in a dose-dependent manner. Se supplementation partially restored oxidative stress and sperm damage and did not affect the plasma concentrations of enrofloxacin or ciprofloxacain. The results indicate that enrofloxacin produces a dose-dependent testicular toxicity in rats that is moderately ameliorated with supranutritional Se.
3.Simple detection of residual enrofloxacin in meat products using microparticles and biochips.
Ha MS1, Chung MS2, Bae DH1. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016 May 6:1-7. [Epub ahead of print]
A simple and sensitive method for detecting enrofloxacin, a major veterinary fluoroquinolone, was developed. Monoclonal antibody specific for enrofloxacin was immobilised on a chip and fluorescent dye-labelled microparticles were covalently bound to the enrofloxacin molecules. Enrofloxacin in solution competes with the microparticle-immobilised enrofloxacin (enroMPs) to bind to the antibody on the chip. The presence of enrofloxacin was verified by detecting the fluorescence of enrofloxacin-bound microparticles. Under optimum conditions, a high dynamic range was achieved at enrofloxacin concentrations ranging from 1 to 1000 μg kg-1. The limits of detection and quantification for standard solutions were 5 and 20 μg kg-1 respectively, which are markedly lower than the maximum residue limit. Using simple extraction methods, recoveries from fortified beef, pork and chicken samples were 43.4-62.3%. This novel method also enabled approximate quantification of enrofloxacin concentration: the enroMP signal intensity decreased with increasing enrofloxacin concentration.
4.Pharmacokinetic and pharmacodynamic evaluations of a 10 mg/kg enrofloxacin intramuscular administration in bearded dragons (Pogona vitticeps): a preliminary assessment.
Salvadori M1, Vercelli C2, De Vito V3, Dezzutto D4, Bergagna S4, Re G2, Giorgi M5. J Vet Pharmacol Ther. 2016 Apr 28. doi: 10.1111/jvp.12320. [Epub ahead of print]
Enrofloxacin (E) is commonly used in veterinary medicine. It is necessary to perform pharmacokinetic/dynamic studies to minimize the selection of resistant mutants of bacteria and extend the efficacy of antimicrobial agents. Eight healthy adult Pogona vitticeps were assigned into two groups of equal size and treated with a single intramuscular injection of E at 10 mg/kg. Blood samples were withdrawn at different scheduled times for each group, and rectal swabs were collected. E and ciprofloxacin (active metabolite) blood concentrations were quantified by an HPLC validated method, while the in vitro antimicrobial susceptibility was evaluated by the Kirby-Bauer disc diffusion susceptibility test. The pharmacokinetic profiles of E gave similar pharmacokinetic parameters irrespective of the collection time schedule. Bacteria isolation showed the presence of both E. coli, Salmonella enterica subspecies enterica and subspecies 3a, Proteus spp.

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