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Merck

33899

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

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About This Item

Empirical Formula (Hill Notation):
C16H18FN3O3
CAS Number:
70458-96-7
Molecular Weight:
319.33
NACRES:
NA.24
PubChem Substance ID:
329754535
UNSPSC Code:
41116107
EC Number:
274-614-4
MDL number:
MFCD00079532

Product Name

Norfloxacin, VETRANAL®, analytical standard

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

SMILES string

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

grade

analytical standard

agency

EPA 1694

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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

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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK4570
BCCH7983
BCBW5135

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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)
Direct determination of four fluoroquinolones, enoxacin, norfloxacin, ofloxacin, and ciprofloxacin, in pharmaceuticals and blood serum by HPLC.
Samanidou VF, et al.
Analytical and Bioanalytical Chemistry, 375(5), 623-629 (2003)
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