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Details

Stereochemistry ACHIRAL
Molecular Formula C8H7N3O5
Molecular Weight 225.1583
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of FURAZOLIDONE

SMILES

[O-][N+](=O)C1=CC=C(O1)\C=N\N2CCOC2=O

InChI

InChIKey=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+

HIDE SMILES / InChI

Molecular Formula C8H7N3O5
Molecular Weight 225.1583
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Furazolidone is a nitrofuran derivarive with broad antibacterial, antiprotazoal properties. It was used for the treatment of bacterial or protozoal enteritis and diarrhea, but now the drug is no longer prescibed in the US. The mechanism of furazolidone action is supposed to be mediated by its binding to bacterial DNA.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
FUROXONE
Curative
FUROXONE

Cmax

ValueDoseCo-administeredAnalytePopulation
0.34 μg/mL
200 mg single, oral
FURAZOLIDONE serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
0.89 μg × h/mL
200 mg single, oral
FURAZOLIDONE serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.87 h
200 mg single, oral
FURAZOLIDONE serum
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
One 100-mg tablet four times daily (adults), 25 to 50 mg four times daily (children).
Route of Administration: Oral
In Vitro Use Guide
The in vitro susceptibilities of 50 strains of Salmonella spp., 80 strains of Shigella spp., and 50 enterotoxigenic Escherichia coli, 14 Yersinia enterocolitica, 6 Aeromonas hydrophila, 4 Plesiomonas shigelloides, 9 Vibrio parahaemolyticus, and 30 Campylobacter jejuni strains that were recently isolated from worldwide sources were determined for furazolidone. MICs values were about 0.5-2 ug/ml (Salmonella spp.), 0.5-4 ug/ml (Shigella spp.), 16-128 ug/ml (Y. enterocolitica), 0.5-1 ug/ml (A. hydrophila, V. parahaemolyticus),0.5 ug/ml (P. shigelloides, C. jejuni).
Substance Class Chemical
Record UNII
5J9CPU3RE0
Record Status Validated (UNII)
Record Version