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Supelco

Nitrofurantoin

VETRANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H6N4O5
CAS Number:
67-20-9
Molecular Weight:
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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Certificates of Analysis (COA)

Lot/Batch Number
BCCH4891
BCCD2138
BCBZ5182
BCBT0937V
SZBE022XV

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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)
Benjamin A Rogers et al.
Microbial drug resistance (Larchmont, N.Y.), 19(2), 100-103 (2013-01-22)
The New Delhi metallo-β-lactamase gene (bla(NDM-1)) has emerged as a worldwide concern among isolates of Enterobacteriaceae. Its epidemiology is been strongly associated with travel and healthcare on the Indian Subcontinent. We report two cases of urinary tract infection with Enterobacteriaceae
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
Thomas Tängdén et al.
Antimicrobial agents and chemotherapy, 54(9), 3564-3568 (2010-06-16)
Foreign travel has been suggested to be a risk factor for the acquisition of extended-spectrum beta-lactamase (ESBL)-producing Enterobacteriaceae. To our knowledge, this has not previously been demonstrated in a prospective study. Healthy volunteers traveling outside Northern Europe were enrolled. Rectal
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