furazolidone (CHEBI:5195)

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ChEBI Name	furazolidone

ChEBI ID	CHEBI:5195

Definition	A member of the class of oxazolidines that is 1,3-oxazolidin-2-one in which the hydrogen attached to the nitrogen is replaced by an N-{[(5-nitro-2-furyl)methylene]amino} group. It has antibacterial and antiprotozoal properties, and is used in the treatment of giardiasis and cholera.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C8H7N3O5

Net Charge

Average Mass

225.15830

Monoisotopic Mass

225.03857

InChI

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

InChIKey

PLHJDBGFXBMTGZ-UHFFFAOYSA-N

SMILES

[O-][N+](=O)c1ccc(C=NN2CCOC2=O)o1

Roles Classification
Biological Role(s):	EC 1.4.3.4 (monoamine oxidase) inhibitor An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4). antitrichomonal drug A drug used to treat trichomonas infections. antibacterial drug A drug used to treat or prevent bacterial infections. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via nitrofuran antibiotic ) (via heterocyclic antibiotic )

Application(s):	antitrichomonal drug A drug used to treat trichomonas infections. antiinfective agent A substance used in the prophylaxis or therapy of infectious diseases. antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology
Outgoing	furazolidone (CHEBI:5195) has role antibacterial drug (CHEBI:36047) furazolidone (CHEBI:5195) has role antiinfective agent (CHEBI:35441) furazolidone (CHEBI:5195) has role antitrichomonal drug (CHEBI:50685) furazolidone (CHEBI:5195) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623) furazolidone (CHEBI:5195) is a nitrofuran antibiotic (CHEBI:87230) furazolidone (CHEBI:5195) is a oxazolidines (CHEBI:38329)

IUPAC Name

3-{[(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one

Synonyms	Sources
3-(5'-Nitrofurfuralamino)-2-oxazolidone	ChemIDplus
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone	ChemIDplus
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone	ChemIDplus
3-[(5-Nitrofurylidene)amino]-2-oxazolidone	ChemIDplus
3-{[(5-Nitro-2-furanyl)methylene]amino}-2-oxazolidinone	ChemIDplus
5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine	NIST Chemistry WebBook
Furazolidone	KEGG COMPOUND
Furoxone	KEGG DRUG
FZL	ChEBI
N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone	ChemIDplus
N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one	NIST Chemistry WebBook
N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one	ChemIDplus
Nitrofurazolidone	DrugBank
Nitrofurazolidonum	DrugBank

Last Modified

22 February 2017