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155713

Sigma-Aldrich

5-Nitro-2-furoic acid

98%

Synonym(s):

5-Nitrofuran-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H3NO5
CAS Number:
645-12-5
Molecular Weight:
157.08
Beilstein/REAXYS Number:
139373
EC Number:
211-432-6
MDL number:
MFCD00003240
UNSPSC Code:
12352100
PubChem Substance ID:
24849560
NACRES:
NA.22

assay

98%

form

powder

mp

185-189 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)c1ccc(o1)[N+]([O-])=O

InChI

1S/C5H3NO5/c7-5(8)3-1-2-4(11-3)6(9)10/h1-2H,(H,7,8)

InChI key

IODMEDPPCXSFLD-UHFFFAOYSA-N

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General description

The FT-IR and FT-Raman spectra of 5-Nitro-2-furoic acid has been studied.

Application

5-Nitro-2-furoic acid was used in the preparation of [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines and [1,2,4]triazolo[3,4-b][1,3,4] thiadiazoles.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nitrofurazone United States Pharmacopeia (USP) Reference Standard

USP

1465004

Nitrofurazone

2-Furoic acid 98%

Sigma-Aldrich

F20505

2-Furoic acid

V Balachandran et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 113, 268-280 (2013-06-06)
In this work, FT-IR and FT-Raman spectra are recorded on the solid phase of 5-nitro-2-furoic acid (abbreviated as NFA) in the regions 4000-400 cm(-1) and 3500-100 cm(-1) respectively. The geometrical parameters, vibrational assignments, HOMO-LUMO energies and NBO calculations are obtained
R W Busker et al.
Toxicology, 51(2-3), 255-266 (1988-10-01)
The antibacterial drug nitrofurantoin (NFT) is notorious for causing hemolytic anemia, which may be related to the methemoglobinemia, another side-effect of NFT. As NFT is photolabile, and nitrite, well known as a MetHb generator, is an important photoproduct of NFT
Pak Hin Chow et al.
Molecular pharmacology, 98(1), 38-48 (2020-05-22)
Aquaporin-1 (AQP1) dual water and ion channels enhance migration and invasion when upregulated in leading edges of certain classes of cancer cells. Work here identifies structurally related furan compounds as novel inhibitors of AQP1 ion channels. 5-Hydroxymethyl-2-furfural (5HMF), a component
Sahar M I Badr et al.
Bioorganic & medicinal chemistry, 19(15), 4506-4512 (2011-07-05)
New series of fused 1,2,4-triazoles such as, 6-(aryl)-3-(5-nitrofuran-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 4-8, 6-(alkyl/aryl amino)-3-(5-nitrofuran-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles 9-13 and 6-(4-substituted phenyl)-3-(5-nitrofuran-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines 14-18 have been synthesized via the reaction of 4-amino-5-(5-nitrofuran-2-yl)-4H-1,2,4-triazole-3-thiol 3 with various reagents such as hetero aromatic aldehydes, alkyl/aryl isothiocyanates and 4-substituted phenacyl bromides, respectively.
Dharmarajan Sriram et al.
Bioorganic & medicinal chemistry letters, 20(15), 4313-4316 (2010-07-10)
Various 5-nitro-2-furoic acid hydrazones were synthesized and evaluated for in vitro activities against log and starved phase culture of two mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among twenty one compounds, 5-nitro-N'-[(5-nitro-2-furyl)methylidene]-2-furohydrazide (4o) was found

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