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MilliporeSigma

F9505

Furazolidone

Synonym(s):

3-(5-Nitrofurfurylideneamino)-2-oxazolidinone

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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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InChI key

PLHJDBGFXBMTGZ-WEVVVXLNSA-N

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+

SMILES string

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

biological source

synthetic

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

Quality Level

200

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This Item
F913046289PHR2598
Furazolidone

Sigma-Aldrich

F9505

Furazolidone

Furaltadone

Sigma-Aldrich

F9130

Furaltadone

Furaltadone VETRANAL®, analytical standard

Supelco

46289

Furaltadone

Furazolidone Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR2598

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

300

form

powder

form

-

form

-

form

solid

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[2].

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, 23(6), 343-360 (1999-10-30)
Some of the recent publications on the pharmacological, therapeutic and toxicological properties of the antimicrobial agent furazolidone (FZ) are briefly reviewed. In animals, most of the recently published papers focus on (1) the methodology of measuring the residues of the
Efficacy and toxicity of furazolidone in veterinary medicine. (A review).
V V St Omer
Veterinary medicine, small animal clinician : VM, SAC, 73(9), 1125-1128 (1978-09-01)
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