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USP

Nitrofurantoin

United States Pharmacopeia (USP) Reference 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
MDL number:
MFCD00003224
PubChem Substance ID:
329750566

grade

pharmaceutical primary standard

API family

nitrofurantoin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Reappraisal of the risk/benefit of nitrofurantoin: review of toxicity and efficacy.
R R Shah et al.
Adverse drug reactions and acute poisoning reviews, 8(4), 183-201 (1989-01-01)
K A Boggess et al.
Obstetrical & gynecological survey, 51(6), 367-370 (1996-06-01)
Acute pulmonary reactions to nitrofurantoin are an uncommon side effect of therapy and can cause minor or life-threatening pulmonary dysfunction. Symptoms include fever, chills, cough, pleuritic chest pain, dyspnea. Rarely, pleural effusion and/or pulmonary hemorrhage may occur. Diagnosis is made
H Hof
Immunitat und Infektion, 16(6), 220-225 (1988-12-01)
Nitroheterocyclic compounds, such as metronidazole and nitrofurantoin, are widely used in medical practice for the treatment of infectious diseases. Indeed, they exhibit a strong antimicrobial effect, which is directed not only against several groups of bacteria but also against certain
L A Paiva et al.
The American journal of gastroenterology, 87(7), 891-893 (1992-07-01)
Nitrofurantoin-induced hepatic injury has been established unequivocally as an entity by rechallenge experiences. We reviewed 12 previously reported cases in which rechallenge was described. The longest reported interval between initial injury and rechallenge-provoked injury was 4 yr. We report a
Guy Amit et al.
The Israel Medical Association journal : IMAJ, 4(3), 184-186 (2002-03-23)
Nitrofurantoin is a commonly prescribed urinary antiseptic. Hepatic injury has been associated with its use. To present three patients in whom long-term exposure to the drug resulted in chronic active hepatitis; and to review the epidemiology, clinical immunology, histopathology, pathogenetic
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