CHEBI:5195 - furazolidone

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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 0
Average Mass 225.15830
Monoisotopic Mass 225.039
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.
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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
INNs Sources
Furazolidona ChemIDplus
furazolidone WHO MedNet
furazolidone WHO MedNet
Furazolidonum ChemIDplus
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
Manual Xrefs Databases
1257 DrugCentral
C07999 KEGG COMPOUND
D00830 KEGG DRUG
DB00614 DrugBank
Furazolidone Wikipedia
GB735136 Patent
HMDB0014752 HMDB
LSM-6543 LINCS
US2742462 Patent
US2759931 Patent
US2927110 Patent
View more database links
Registry Numbers Types Sources
384794 Reaxys Registry Number Reaxys
384794 Beilstein Registry Number Beilstein
67-45-8 CAS Registry Number KEGG COMPOUND
67-45-8 CAS Registry Number KEGG DRUG
67-45-8 CAS Registry Number ChemIDplus
67-45-8 CAS Registry Number DrugBank
67-45-8 CAS Registry Number NIST Chemistry WebBook
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Last Modified
22 February 2017