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Merck

1464001

USP

Nitrofurantoin

United States Pharmacopeia (USP) Reference 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:
329750566
MDL number:
MFCD00003224
Beilstein/REAXYS Number:
893207

Product Name

Nitrofurantoin, United States Pharmacopeia (USP) Reference Standard

InChI key

NXFQHRVNIOXGAQ-YCRREMRBSA-N

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+

grade

pharmaceutical primary standard

API family

nitrofurantoin

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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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.  ​

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.

Other Notes

Sales restrictions may apply.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

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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
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
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
M M Meyer et al.
The Journal of urology, 152(3), 938-940 (1994-09-01)
A 33-year-old woman received a cadaveric renal transplant for focal segmental glomerulosclerosis. Nitrofurantoin urinary prophylaxis was started on postoperative day 13 but coughing and mild hemoptysis began 2 days later. Diffuse infiltrates and worsening hemoptysis led to intubation and open
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