U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C19H22FN3O3
Molecular Weight 359.3947
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ENROFLOXACIN

SMILES

CCN1CCN(CC1)C2=CC3=C(C=C2F)C(=O)C(=CN3C4CC4)C(O)=O

InChI

InChIKey=SPFYMRJSYKOXGV-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description

Enrofloxacin was developed by Bayer for the treatment of broad spectrum of bacterial infections in animals (cats and dogs). The drug exerts its action by inhibiting DNA Topoisomerase II (Gyrase) and DNA Topoisomerase IV (Topo IV), two major bacterial topoisomerase. Enrofloxacin was shown to be metabolized to ciprofloxacin and may cross the blood brain barrier in the animals.

CNS Activity

Originator

Target InfoCondition Info

Condition Info

ConditionModalityTargetsHighest PhaseProduct
Primary
BAYTRIL
PMID

PMID

TitleDatePMID
Diagnoses and treatments in health-classified fattening herds rearing pigs all in-all out.
2001
Interaction of fluoroquinolones and certain ionophores in broilers: effect on blood levels and hepatic cytochrome p450 monooxygenase activity.
2001
Organic acid profiles in feces of pigs with pathogenic or non-pathogenic diarrhea.
2001 Dec
Antibiotic resistance from down on the chicken farm.
2001 Jan-Feb
Antimicrobial susceptibility of udder pathogens isolated from dairy herds in the west littoral region of Uruguay.
2002
Effect of enrofloxacin treatment on plasma endotoxin during bovine Escherichia coli mastitis.
2002 Apr
Bacterial resistance to quinolone antibiotics in Poland.
2002 Apr
Biofilm bacteria: formation and comparative susceptibility to antibiotics.
2002 Apr
Salmonella enterica serotype Typhimurium DT 104 antibiotic resistance genomic island I in serotype paratyphi B.
2002 Apr
Influence of porcine Actinobacillus pleuropneumoniae infection and dexamethasone on the pharmacokinetic parameters of enrofloxacin.
2002 Apr
Spectrophotometric determination of enrofloxacin and pefloxacin through ion-pair complex formation.
2002 Apr 1
Serovars of Salmonella isolated from Danish turkeys between 1995 and 2000 and their antimicrobial resistance.
2002 Apr 13
Questions study on Escherichia coli susceptibility.
2002 Apr 15
Idiosyncratic reaction to enrofloxacin in cats.
2002 Apr 27
Idiosyncratic reaction to enrofloxacin in cats.
2002 Apr 27
Multiresidue determination of (fluoro)quinolone antibiotics in swine kidney using liquid chromatography-tandem mass spectrometry.
2002 Apr 5
The use of liposomal enrofloxacin for intracellular infections in Kangal dogs and visualization of phagocytosis of liposomes.
2002 Aug
In vitro development of resistance to enrofloxacin, erythromycin, tylosin, tiamulin and oxytetracycline in Mycoplasma gallisepticum, Mycoplasma iowae and Mycoplasma synoviae.
2002 Aug 2
Anticryptosporidial prophylactic efficacy of enrofloxacin and paromomycin in chickens.
2002 Feb
Comparative antibiotic eradication of mycoplasma infections from continuous cell lines.
2002 Feb
Comparative serum pharmacokinetics of the fluoroquinolones enrofloxacin, difloxacin, marbofloxacin, and orbifloxacin in dogs after single oral administration.
2002 Feb
Using nonaqueous capillary electrophoresis to analyze several quinolones in pig kidney samples.
2002 Feb
Prevalence and antibiotic susceptibility of Salmonella isolated from beef animal hides and carcasses.
2002 Feb
History and clinical signs.
2002 Feb
Elimination of mycoplasma from leukemia-lymphoma cell lines using antibiotics.
2002 Feb
Comparative in vitro activity of 16 antimicrobial agents against Actinobacillus pleuropneumoniae.
2002 Jan
Monoclonal-based enzyme-linked immunosorbent assay and immunochromatographic assay for enrofloxacin in biological matrices.
2002 Jan
Influence of CO(2) incubation on quinolone activity against Streptococcus pneumoniae and Haemophilus influenzae.
2002 Jan
Susceptibility of human isolates of Salmonella typhimurium DT 104 to antimicrobial agents used in human and veterinary medicine.
2002 Jan
Blindness now attributed to enrofloxacin therapy in a previously reported case of a cat with acromegaly treated by cryohypophysectomy.
2002 Jan
Enrofloxacin resistance in Escherichia coli isolated from dogs with urinary tract infections.
2002 Jan 15
Antibiotic resistance. Livestock feed ban preserves drugs' power.
2002 Jan 4
Effect of antibiotics on in vitro and in vivo avian cartilage degradation.
2002 Jan-Mar
Pathotypes of avian Escherichia coli as related to tsh-, pap-, pil-, and iuc-DNA sequences, and antibiotic sensitivity of isolates from internal tissues and the cloacae of broilers.
2002 Jan-Mar
Pharmacokinetics after intravenous and oral administration of enrofloxacin in sheep.
2002 Jul
Use of enrofloxacin for treatment of large-form Haemobartonella felis in experimentally infected cats.
2002 Jul 15
Antimicrobial multiresistance in bacteria isolated from freshwater Chilean salmon farms.
2002 Jul 3
LC determination of enrofloxacin.
2002 Jun 15
Identification and antimicrobial susceptibility of Staphylococcus chromogenes isolates from intramammary infections of dairy cows.
2002 Jun 20
Molecular epidemiology of feline bordetellosis in two animal shelters in California, USA.
2002 Jun 25
Concentration of enrofloxacin and its metabolite ciprofloxacin in canine matrices of the locomotor system.
2002 Mar
Antimicrobial susceptibility of Actinobacillus pleuropneumoniae, Escherichia coli, and Salmonella choleraesuis recovered from Taiwanese swine.
2002 Mar
Feline visual changes associated with enrofloxacin.
2002 Mar
Ciprofloxacin resistance in Campylobacter jejuni evolves rapidly in chickens treated with fluoroquinolones.
2002 Mar 15
Administration of enrofloxacin and capsaicin to chickens to achieve higher maximal serum concentrations.
2002 Mar 16
In vitro antimicrobial susceptibility of 183 Pseudomonas aeruginosa strains isolated from dogs to selected antipseudomonal agents.
2002 May
Bacterial colonization of intravenous catheters in young dogs suspected to have parvoviral enteritis.
2002 May 1
Sero types, phage types and antibiotic susceptibilities of Salmonella strains isolated from horses in The Netherlands from 1993 to 2000.
2002 May 1
Bayer seeks veterinary, industry backing before Baytril hearing.
2002 May 15
Determination of ciprofloxacin, enrofloxacin and flumequine in pig plasma samples by capillary isotachophoresis--capillary zone electrophoresis.
2002 May 25
Patent

Patent

Sample Use Guides

In Vivo Use Guide
The dose range of Baytril (Enrofloxacin) Antibacterial Tablets in dogs and cats is 5 to 20 mg/kg (2.27 to 9.07 mg/lb) of body weight, either as a single dose or divided into two (2) equal daily doses administered at twelve (12) hour intervals. The dose of Baytril Injectable Solution for dogs is 2.5 mg/kg (1.13 mg/lb) as a single injection. The injectable dose should be followed by oral tablet treatment in 12 hours.
Route of Administration: Oral; Intramuscular
In Vitro Use Guide
The minimum inhibitory concentration (MIC) enrofloxacin against 24 Sicilian isolates of Mycoplasma agalactiae, the causative organism of contagious agalactia were determined in vitro by a broth dilution method. Enrofloxacin was effective antimicrobial in vitro with a range of MIC values from 0.125 to 0.500 microg/ml and an MIC(50) of 0.203 and MIC(90) of 0.365 microg/ml.
Name Type Language
ENROFLOXACIN
GREEN BOOK   HSDB   INN   MART.   MI   USAN   USP   USP-RS  
INN   USAN  
Official Name English
ENROFLOXACIN [USP]
Common Name English
ENROFLOXACIN [HSDB]
Common Name English
3-QUINOLINECARBOXYLIC ACID, 1-CYCLOPROPYL-7-(4-ETHYL-1-PIPERAZINYL)-6-FLUORO-1,4-DIHYDRO-4-OXO-
Common Name English
BAY-VP-2674
Code English
ENROFLOXACIN [MI]
Common Name English
BAYTRIL
Brand Name English
ENROFLOXACIN [GREEN BOOK]
Common Name English
ENROFLOXACIN FOR VETERINARY USE [EP]
Common Name English
ENROFLOXACIN [USP-RS]
Common Name English
ENROFLOXACIN [USAN]
Common Name English
ENROFLOXACIN [MART.]
Common Name English
ENROFLOXACIN FOR VETERINARY USE
EP  
Common Name English
BAY VP 2674
Code English
ENROFLOXACIN [INN]
Common Name English
1-CYCLOPROPYL-7-(4-ETHYL-1-PIPERAZINYL)-6-FLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLIC ACID
Systematic Name English
Classification Tree Code System Code
WHO-VATC QJ01MA90
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
CFR 21 CFR 556.226
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
CFR 21 CFR 520.812
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
CFR 21 CFR 524.802
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
CFR 21 CFR 522.812
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
Code System Code Type Description
PUBCHEM
71188
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY SWITZERF
RXCUI
24192
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY RxNorm
NCI_THESAURUS
C72660
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
INN
5963
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
HSDB
93106-60-6
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
EPA CompTox
93106-60-6
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
CAS
93106-60-6
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
ChEMBL
CHEMBL15511
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
MESH
C052904
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY
MERCK INDEX
M4916
Created by admin on Tue Mar 06 12:29:24 UTC 2018 , Edited by admin on Tue Mar 06 12:29:24 UTC 2018
PRIMARY Merck Index