furazolidone

CHEBI:5195 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

nitrofuran antibioticARO:3004116

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:38329
nitrofuran antibiotic CHEBI:87230
nitrofuran antibiotic ARO:3004116

Chemical structure

Computed structure properties
Molecular formula	C8H7N3O5
Charge	0
Average mass	225.16 Da
Monoisotopic mass	225.03857 Da
Source	ChEBI
InChIKey	PLHJDBGFXBMTGZ-UHFFFAOYSA-N

SMILES

[H]C(=NN1CCOC1=O)c1ccc([N+](=O)[O-])o1

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

Also called

Furazolidona (INN)— chebi
Furazolidonum (INN)— chebi
3-{[(5-nitro-2-furyl)methylene]amino}-1,3-oxazolidin-2-one (EXACT_SYNONYM)— chebi
3-(5'-Nitrofurfuralamino)-2-oxazolidone (EXACT_SYNONYM)— chebi
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone (EXACT_SYNONYM)— chebi
3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone (EXACT_SYNONYM)— chebi
3-[(5-Nitrofurylidene)amino]-2-oxazolidone (EXACT_SYNONYM)— chebi
3-{[(5-Nitro-2-furanyl)methylene]amino}-2-oxazolidinone (EXACT_SYNONYM)— chebi
5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine (EXACT_SYNONYM)— chebi
FZL (EXACT_SYNONYM)— chebi
Furazolidone (EXACT_SYNONYM)— chebi
Furoxone (EXACT_SYNONYM)— chebi
N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone (EXACT_SYNONYM)— chebi
N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one (EXACT_SYNONYM)— chebi
Nitrofurazolidone (EXACT_SYNONYM)— chebi
Nitrofurazolidonum (EXACT_SYNONYM)— chebi
furazolidine (EXACT_SYNONYM)— aro
furoxone (EXACT_SYNONYM)— aro
nitrofurazolidone (EXACT_SYNONYM)— aro

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antimicrobial agent CHEBI:33281
antibacterial drug CHEBI:36047
antitrichomonal drug CHEBI:50685

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3000688`	furazolidone	`antibioticmech:aro-f1250d6591`	2026-08-30
CHEBI	`CHEBI:5195`	furazolidone	`antibioticmech:chebi-75d9ff26dd`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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