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73340

Sigma-Aldrich

5-Nitro-2-furaldehyde semicarbazone

≥97.0% (HPLC)

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Synonym(s):
5-Nitro-2-furfural semicarbazone, Furacin, NFZ, Nitrofurazone
Empirical Formula (Hill Notation):
C6H6N4O4
CAS Number:
Molecular Weight:
198.14
Beilstein/REAXYS Number:
86403
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97.0% (HPLC)

form

powder

mp

242-244 °C (lit.)

SMILES string

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

InChI

1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+

InChI key

IAIWVQXQOWNYOU-FPYGCLRLSA-N

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This Item
PHR1196N0950000Y0002295
5-Nitro-2-furaldehyde semicarbazone ≥97.0% (HPLC)

73340

5-Nitro-2-furaldehyde semicarbazone

Nitrofurazone Pharmaceutical Secondary Standard; Certified Reference Material

PHR1196

Nitrofurazone

Nitrofural European Pharmacopoeia (EP) Reference Standard

N0950000

Nitrofural

mp

242-244 °C (lit.)

mp

242-244 °C (lit.)

mp

242-244 °C (lit.)

mp

242-244 °C (lit.)

form

powder

form

-

form

-

form

-

General description

Molecules of 5-nitro-2-furaldehyde semicarbazone are linked via bifurcated hydrogen bonds. Its crystal structure has been studied. It is reported to induce mammary fibroadenomas in Holtzman female rats and can be subcutaneously transplanted into male and female newborn Holtzman rats. Chemotheraupetic potential of 5-nitro-2-furaldehyde semicarbazone has been evaluated. 5-Nitro-2-furaldehyde semicarbazone is a synthetic nitrofuran derivative, having good bacteriostatic and bactericidal properties, with an antibacterial action against a number of gram-negative and gram-positive microorganisms. In Vitro toxicity of 5-nitro-2-furaldehyde semicarbazone has been investigated in hamster cells.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

pictograms

Exclamation markHealth hazard

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1 - STOT RE 2

target_organs

male reproductive organs

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Sonoelectrodeposition of gold nanorods at a gold surface-Application for electrocatalytic reduction and determination of nitrofurazone.
Rahi A, et al.
Sensors and Actuators B, Chemical (2014)
Nitrofurans as radiosensitizers of hypoxic mammalian cells.
J D Chapman et al.
Cancer research, 32(12), 2616-2624 (1972-12-01)
5-Nitro-2-furaldehyde semicarbazone.
Olszak TA, et al.
Acta Crystallographica Section C, Structural Chemistry, 50(6), 948-950 (1994)
The chemotherapeutic properties of 5-nitro-2-furaldehyde semicarbazone (furacin).
M C DODD
The Journal of pharmacology and experimental therapeutics, 86, 311-323 (1946-04-01)
Transplantable rat mammary tumors induced by 5-nitro-2-furaldehyde semicarbazone and by formic acid 2-[4-(5-nitro-2-furyl)-2-thiazolyl] hydrazide.
E Ertürk et al.
Cancer research, 30(5), 1409-1412 (1970-05-01)

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