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17849

Sigma-Aldrich

Enrofloxacin

≥99.0%

Synonym(s):

Baytril

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About This Item

Empirical Formula (Hill Notation):
C19H22FN3O3
CAS Number:
93106-60-6
Molecular Weight:
359.39
Beilstein/REAXYS Number:
5307824
MDL number:
MFCD00792463
UNSPSC Code:
41116105
PubChem Substance ID:
329751571
NACRES:
NA.21

Quality Level

200

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
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
039M4798V
108M4879V
088M4808V
117M4856V
117M4857V

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Yanina N Martínez et al.
Bioresource technology, 145, 280-284 (2013-04-06)
A keratinase isolated from Paecilomyces lilacinus (LPS #876) was tested against proteins present in the skin but the high enzyme activity was detected on collagen. Keratinase was physically immobilized onto PVA-pectin cryogels and enzyme release was 20.8±2.1%, 63.8±0.2%, 41.5±3.5% and
Jessica M Terry et al.
The Analyst, 136(5), 913-919 (2010-12-04)
Constructing flow-through reactors for chemiluminescence detection by machining channels into polymer disks has enabled the exploration of new configurations and materials that can improve signal intensity beyond that attainable with the traditional coiled-tubing design. Several approaches to merge reactant solutions
Sook Mei Khor et al.
Analytical and bioanalytical chemistry, 405(11), 3889-3898 (2013-02-27)
A displacement immunoassay involves having a labelled analogue of the analyte (the epitope) already bound to the antibody. The presence of the analyte causes a competition for antibodies, and some of the antibodies dissociates from the epitope so that it
Susanne Rath et al.
Chemosphere, 214, 111-122 (2018-09-28)
Brazil is one of the world's largest producers of animal protein, requiring the large-scale use of veterinary drugs. The administration of antimicrobials and antiparasitics is a common practice. However, there is a lack of information on how these drugs impact
Kristine H Wammer et al.
Water research, 47(1), 439-448 (2012-11-13)
Fluoroquinolone (FQ) antibacterial compounds are frequently detected in the aquatic environment, and photodegradation is expected to play an important role in FQ fate in some sunlit surface waters. This study investigated the direct aquatic photochemistry of three FQs: norfloxacin, ofloxacin
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