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Furazolidone

Name: Furazolidone
Brand: SIGMA

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

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Properties

biological source

synthetic

Quality Segment

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

Description

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. 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.

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This Item	PHR2598	1286800	30020
Sigma-Aldrich F9505 Furazolidone	Supelco PHR2598 Furazolidone	USP 1286800 Furazolidone	Sigma-Aldrich 30020 D-Cycloserine
description -	description Pharmaceutical Secondary Standard; Certified Reference Material	description United States Pharmacopeia (USP) Reference Standard	description -
antibiotic activity spectrum parasites, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum -	antibiotic activity spectrum mycobacteria, Gram-negative bacteria, Gram-positive bacteria
mode of action enzyme \| inhibits	mode of action -	mode of action -	mode of action cell wall synthesis \| interferes
Quality Level 200	Quality Level 300	Quality Level -	Quality Level 100
form powder	form solid	form -	form powder
solubility formic acid: 50 mg/mL	solubility -	solubility -	solubility -
biological source synthetic	biological source -	biological source -	biological source synthetic

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pictograms

GHS08

signalword

Warning

hcodes

H361fd

pcodes

P201 - P202 - P280 - P308 + P313 - P405 - P501

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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