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Merck
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Key Documents

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46502

Supelco

Nitrofurantoin

VETRANAL®, analytical standard

Sinónimos:

N-(5-Nitro-2-furfurylidene)-1-aminohydantoin, Furadoxyl, Nitrofurantoine

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About This Item

Fórmula empírica (notación de Hill):
C8H6N4O5
Número de CAS:
67-20-9
Peso molecular:
238.16
Beilstein/REAXYS Number:
893207
EC Number:
200-646-5
MDL number:
MFCD00003224
UNSPSC Code:
41116107
PubChem Substance ID:
329757203
NACRES:
NA.24

grade

analytical standard

Quality Level

200

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

cleaning products
clinical
cosmetics
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule)

format

neat

mode of action

DNA synthesis | interferes
cell wall synthesis | interferes
protein synthesis | interferes

SMILES string

[O-][N+](=O)c1ccc(\C=N\N2CC(=O)NC2=O)o1

InChI

1S/C8H6N4O5/c13-6-4-11(8(14)10-6)9-3-5-1-2-7(17-5)12(15)16/h1-3H,4H2,(H,10,13,14)/b9-3+

InChI key

NXFQHRVNIOXGAQ-YCRREMRBSA-N

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General description

Nitrofurantoin is an antibiotic which is effective against both gram-positive and gram-negative bacteria. The drug is primarily used to treat urinary tract infections.

Application

Nitrofurantoin has been used as a reference standard for the determination of nitrofurantoin in milk by high-performance liquid chromatography with electrochemical detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

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

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 1

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCH4891
BCCD2138
BCBZ5182
BCBT0937V
SZBE022XV

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Sigma-Aldrich

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Determination of nitrofurantoin in pharmaceutical preparations using flow injection-spectrophotometry.
Had H, et al.
Journal of the Association of Arab Universities for Basic and Applied Sciences, 24(1), 74-80 (2017)
Hedvig Nordeng et al.
Obstetrics and gynecology, 121(2 Pt 1), 306-313 (2013-01-25)
To estimate whether first-trimester exposure to nitrofurantoin is associated with increased malformation rates and, secondarily, to estimate whether exposure to nitrofurantoin is associated with increased rates of negative pregnancy outcomes and perinatal complications. We conducted a population-based cohort study using
T Galeano Díaz et al.
Journal of chromatography. A, 764(2), 243-248 (1997-03-14)
A HPLC method with coulometric detection has been established to carry out the separation of the three nitrofuran derivatives, nitrofurantoin, furazolidone and furaltadone. A Nova-Pak C18 column (150 x 3.9 mm) and a Coulochem II detector from ESA have been
Gisele Peirano et al.
Antimicrobial agents and chemotherapy, 54(3), 1327-1330 (2010-01-06)
Phenotypic and genotypic methods were used to characterize extended-spectrum-beta-lactamase (ESBL)-producing Escherichia coli isolated in 2007 from 11 different Canadian medical centers. Of the 209 ESBL-producing E. coli isolates tested, 148 (71%) produced CTX-M-15, 17 (8%) produced CTX-M-14, 5 (2%) produced
Johann D D Pitout et al.
Antimicrobial agents and chemotherapy, 53(6), 2539-2543 (2009-04-15)
Extended-spectrum-beta-lactamase (ESBL)-producing Escherichia coli has recently emerged as a major risk factor for community-acquired, travel-related infections in the Calgary Health Region. Molecular characterization was done on isolates associated with infections in returning travelers using isoelectric focusing, PCR, and sequencing for
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