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Sigma-Aldrich

Enrofloxacin

≥99.0%

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Synonym(s):
Baytril
Empirical Formula (Hill Notation):
C19H22FN3O3
CAS Number:
Molecular Weight:
359.39
Beilstein:
5307824
MDL number:
UNSPSC Code:
41116105
PubChem Substance ID:
NACRES:
NA.21

Quality Level

Assay

≥99.0%
99.0-101.0% (dried substance)

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

CCN1CCN(CC1)c2cc3N(C=C(C(O)=O)C(=O)c3cc2F)C4CC4

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

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General description

Chemical structure: fluoroquinolone
Enrofloxacin is a veterinary fluoroquinolone (FQ) antibiotic with broad-spectrum antimicrobial activity. FQ drugs chelate to iron with high affinity. This chelation leads to inhibition of Fe(II)-dependent dioxygenases involved in the regulation of epigenetic control, collagen maturation, and HIF (hypoxia-inducible factor) degradation. The side effects associated with FQ drugs are renal toxicity and tendinopathy. Enrofloxacin is used in aquaculture and its use may cause an increase in the growth of antibiotic resistant microbes in an aquatic environment. The drug may have negative effects on public health and environment.

Application

Enrofloxacin has been used:
  • to investigate the pathological mechanisms resulting from the toxicity of fluoroquinolones in mammalian cells
  • to prepare a standard solution with 50% acetonitrile in a study to analyze illegal fish drugs used in aquaculture by employing surface-enhanced Raman spectroscopy (SERS)
  • as an analyte in a chemiluminescence reagent system

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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