AntibioticMech

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

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:87210 CHEBI:87210
• CHEBI:87230 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

Equivalent identifiers for this same structure in other resources.

• cas:59-87-0
• drugbank:DB00336
• drugcentral:1950
• hmdb:HMDB0014480
• kegg.compound:C08042
• kegg.drug:D00862
• lincs.smallmolecule:LSM-3779
• patent:US2416234
• patent:US2927110
• pdb-ccd:NFZ
• reaxys:86403
• wikipedia.en:Nitrofural

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 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

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · 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.