33899

Supelco

Norfloxacin

VETRANAL®, analytical standard

Synonym(s):
1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid, 1-Ethyl-6-fluoro-1,4-dihydro-4-oxo-7-piperazino-3-quinolinecarboxylic acid
Empirical Formula (Hill Notation):
C16H18FN3O3
CAS Number:
Molecular Weight:
319.33
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

Agency/Method

EPA 1694

product line

VETRANAL®

form

neat

shelf life

limited shelf life, expiry date on the label

application(s)

HPLC: suitable
gas chromatography (GC): suitable

Featured Industry

Environmental
Forensics and Toxicology
Pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CCN1C=C(C(O)=O)C(=O)c2cc(F)c(cc12)N3CCNCC3

InChI

1S/C16H18FN3O3/c1-2-19-9-11(16(22)23)15(21)10-7-12(17)14(8-13(10)19)20-5-3-18-4-6-20/h7-9,18H,2-6H2,1H3,(H,22,23)

InChI key

OGJPXUAPXNRGGI-UHFFFAOYSA-N

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General description

Norfloxacin is an antimicrobial drug, belonging to the class of fluoroquinolones (FQs), which shows broad-spectrum activity against a wide range of Gram-negative and Gram-positive organisms.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Norfloxacin may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations, biological fluids and sewage using various chromatography techniques.

Biochem/physiol Actions

Norfloxacin blocks DNA replication by interfering with an ATP-induced structural transition of DNA complexed with DNA gyrase (topoisomerase).
Mode of action: inhibits bacterial DNA replication
Antimicrobial spectrum: Gram-negative bacteria; less effective against Gram-positive bacteria

Legal Information

VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Certificate of Analysis
Certificate of Origin
Determination of ofloxacin, norfloxacin, and ciprofloxacin in sewage by selective solid-phase extraction, liquid chromatography with fluorescence detection, and liquid chromatography-tandem mass spectrometry.
Lee B-H, et al.
Journal of Chromatography A, 1139(1), 45-52 (2007)
Deepika Sharma et al.
European journal of medicinal chemistry, 44(6), 2347-2353 (2008-10-15)
In the present study, we have synthesized 2-(substituted phenyl)-1H-imidazole (1-12) and (substituted phenyl)-[2-(substituted phenyl)-imidazol-1-yl]-methanone (13-26) analogues and screened them for their antimicrobial activity against gram positive, gram negative and fungal species. The results of antibacterial study indicated that compounds 15...
Anita Reinhardt et al.
Antimicrobial agents and chemotherapy, 51(4), 1341-1350 (2007-01-31)
Intubated patients frequently become colonized by Pseudomonas aeruginosa, which is subsequently responsible for ventilator-associated pneumonia. This pathogen readily acquires resistance against available antimicrobials. Depending on the resistance mechanism selected for, resistance might either be lost or persist after removal of...
Lauren Becnel Boyd et al.
Antimicrobial agents and chemotherapy, 53(1), 229-234 (2008-10-08)
Fluoroquinolones are some of the most prescribed antibiotics in the United States. Previously, we and others showed that the fluoroquinolones exhibit a class effect with regard to the CLSI-established breakpoints for resistance, such that decreased susceptibility (i.e., an increased MIC)...
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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