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Merck

F9505

Furazolidone

Synonym(s):

3-(5-Nitrofurfurylideneamino)-2-oxazolidinone

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10 G

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About This Item

Empirical Formula (Hill Notation):
C8H7N3O5
CAS Number:
67-45-8
Molecular Weight:
225.16
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24894997
EC Number:
200-653-3
Beilstein/REAXYS Number:
8317414
MDL number:
MFCD00010550

Key Documents

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biological source

synthetic

Quality Level

200

form

powder

color

yellow

mp

256-256 °C

solubility

formic acid: 50 mg/mL

antibiotic activity spectrum

Gram-positive bacteria, parasites

mode of action

enzyme | inhibits

SMILES string

[O-][N+](=O)c1ccc(\C=N\N2CCOC2=O)o1

InChI

1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5+

InChI key

PLHJDBGFXBMTGZ-WEVVVXLNSA-N

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1 of 4

This Item
F9130462891286800
Furazolidone

Sigma-Aldrich

F9505

Furazolidone

Furaltadone

Sigma-Aldrich

F9130

Furaltadone

Furaltadone VETRANAL®, analytical standard

Supelco

46289

Furaltadone

Furazolidone United States Pharmacopeia (USP) Reference Standard

USP

1286800

Furazolidone

mode of action

enzyme | inhibits

mode of action

-

mode of action

-

mode of action

-

antibiotic activity spectrum

Gram-positive bacteria, parasites

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

form

powder

form

-

form

-

form

-

biological source

synthetic

biological source

-

biological source

-

biological source

-

solubility

formic acid: 50 mg/mL

solubility

-

solubility

-

solubility

-

Application

Furazolidone is a nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA, which leads to the gradual inhibition of monoamine oxidase. It is used to treat anorexia and antagonism of thiamin utilization in poultry[1]. Furazolidone increases thapsigargin-sensitive Ca2+-ATPase in chick cardiac myocytes.

Biochem/physiol Actions

Furazolidone and its generated free radicals, may bind to DNA and induce cross-links. Bacterial DNA is particularly susceptible to this drug, which results in high levels of mutations (transitions and transversions) in the bacterial chromosome. Its mechanism of action minimizes the development of resistant organisms. Furazolidone is a monoamine oxidase (MAO) inhibitor and is used as a DNA interstrand cross-linking agent.

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361fd

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX7546
MKCV9138
MKCW5644
MKCT4090
MKCQ2566

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B H Ali et al.
Quarterly journal of experimental physiology (Cambridge, England), 67(3), 437-448 (1982-07-01)
Furazolidone (0.4% w/w in the feed, 10 days) reduced the feed intake and growth in 9 week old chickens, and increased the amount of 5-hydroxytryptamine (5-HT) in the brain. The drug also increased the stimulation of transketolase activity by thiamine
Am J Physiol Heart Circ Physiol. Furazolidone increases thapsigargin-sensitive Ca2+-ATPase in chick cardiac myocytes
D. Lax, R. Martinez-Zaguilan, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 267, H734-H741 (1994)
André Gustavo Tempone et al.
International journal of antimicrobial agents, 36(2), 159-163 (2010-06-18)
Drug delivery systems are promising pharmaceutical formulations used to improve the therapeutic index of drugs. In this study, we developed a liposomal formulation of furazolidone that targets Leishmania (Leishmania) chagasi amastigotes in a hamster model. Using laser scanning confocal microscopy
B H Ali
Veterinary research communications, 6(1), 1-11 (1983-01-01)
The pharmacological and toxicological properties of furazolidone have been briefly reviewed. Among the most important pharmacological actions of furazolidone is the inhibition of mono- and diamine oxidase activities, which seem to depend, at least in some species, on the presence
In vivo and in vitro metabolic studies of furazolidone: a risk evaluation.
L H Vroomen et al.
Drug metabolism reviews, 22(6-8), 663-676 (1990-01-01)
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Global Trade Item Number

SKUGTIN
F9505-10G04061833621721
F9505-100G04061832991153
F9505-25G04061833621776

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