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Merck
CN

46502

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329757203
EC Number:
200-646-5
Beilstein/REAXYS Number:
893207
MDL number:
MFCD00003224

Key Documents

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Product Name

Nitrofurantoin, VETRANAL®, analytical standard

InChI key

NXFQHRVNIOXGAQ-YCRREMRBSA-N

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+

SMILES string

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

grade

analytical standard

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

Quality Level

200

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Related Categories

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.

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.

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

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

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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)
Brenda M Kazemier et al.
BMC pregnancy and childbirth, 12, 52-52 (2012-08-16)
The prevalence of asymptomatic bacteriuria (ASB) in pregnancy is 2-10% and is associated with both maternal and neonatal adverse outcomes as pyelonephritis and preterm delivery. Antibiotic treatment is reported to decrease these adverse outcomes although the existing evidence is of
Marta Veses-Garcia et al.
Frontiers in microbiology, 9, 1530-1530 (2018-07-26)
Achieving fast antimicrobial susceptibility results is a primary goal in the fight against antimicrobial resistance. Standard antibiotic susceptibility testing (AST) takes, however, at least a day from patient sample to susceptibility profile. Here, we developed and clinically validated a rapid
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
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