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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:
Molecular Weight:
238.16
Beilstein:
893207
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
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
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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