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Nitrofurantoin

VETRANAL®, analytical standard

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Synonym(s):
N-(5-Nitro-2-furfurylidene)-1-aminohydantoin, Furadoxyl, Nitrofurantoine
Empirical Formula (Hill Notation):
C8H6N4O5
CAS Number:
67-20-9
Molecular Weight:
238.16
Beilstein:
893207
EC Number:
200-646-5
MDL number:
MFCD00003224
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

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H302 - H317 - H334

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

Certificates of Analysis (COA)

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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
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
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
J Garau
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 14 Suppl 1, 198-202 (2007-12-25)
The progressive increase of extended-spectrum beta-lactamase (ESBL) -producing enteric bacteria in recent years has called for a re-evaluation of current antibiotic therapy for these infections. The activity and potential use of two old antimicrobials, nitrofurantoin and fosfomycin, and the new
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