nitrofurazone

CHEBI:44368 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A semicarbazone resulting from the formal condensation of semicarbazide with 5-nitrofuraldehyde. A broad spectrum antibacterial drug, although with little activity against Pseudomonas species, it is used as a local application for burns, ulcers, wounds and skin infections. — 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

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:87210
nitrofuran antibiotic CHEBI:87230

Chemical structure

Computed structure properties
Molecular formula	C6H6N4O4
Charge	0
Average mass	198.138 Da
Monoisotopic mass	198.0389 Da
Source	ChEBI
InChIKey	IAIWVQXQOWNYOU-UHFFFAOYSA-N

SMILES

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

InChI

InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)

Also called

Alfucin (BRAND_NAME)— chebi
Amifur (BRAND_NAME)— chebi
Chemofuran (BRAND_NAME)— chebi
Furacillin (BRAND_NAME)— chebi
Furacin (BRAND_NAME)— chebi
Furacinetten (BRAND_NAME)— chebi
Furacoccid (BRAND_NAME)— chebi
Furaldon (BRAND_NAME)— chebi
Furazol W (BRAND_NAME)— chebi
Furesol (BRAND_NAME)— chebi
Mammex (BRAND_NAME)— chebi
Mastofuran (BRAND_NAME)— chebi
Monafuracin (BRAND_NAME)— chebi
Nifuzon (BRAND_NAME)— chebi
nitrofural (INN)— chebi
nitrofuralum (INN)— chebi
2-[(5-nitro-2-furyl)methylene]hydrazinecarboxamide (EXACT_SYNONYM)— chebi
(5-nitro-2-furfurylidenamino)urea (EXACT_SYNONYM)— chebi
1-(5-nitro-2-furfurylidene)semicarbazide (EXACT_SYNONYM)— chebi
5-Nitro-2-furaldehyde semicarbazone (EXACT_SYNONYM)— chebi
5-nitrofuraldehyde semicarbazide (EXACT_SYNONYM)— chebi
5-nitrofuran-2-carbaldehyde semicarbazone (EXACT_SYNONYM)— chebi
5-nitrofurfural semicarbazone (EXACT_SYNONYM)— chebi

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

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
CHEBI	`CHEBI:44368`	nitrofurazone	`antibioticmech:chebi-f92c354f12`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (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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