rafoxanide

CHEBI:234200 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A salicylanilide resulting from the formal condensation of the carboxy group of 2-hydroxy-3,5-diiodobenzoic acid with the amino group of 3-chloro-4-(4-chlorophenoxy)aniline. It is a broad-spectrum anthelmintic used for the treatment of parasitic infections in cattle and sheep. — 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:140325
Label unavailable CHEBI:22702
Label unavailable CHEBI:33853
Label unavailable CHEBI:35618
Label unavailable CHEBI:37142
Label unavailable CHEBI:53468
Label unavailable CHEBI:83403

Chemical structure

Computed structure properties
Molecular formula	C19H11Cl2I2NO3
Charge	0
Average mass	626.015 Da
Monoisotopic mass	624.82054 Da
Source	ChEBI
InChIKey	NEMNPWINWMHUMR-UHFFFAOYSA-N

SMILES

O=C(Nc1ccc(Oc2ccc(Cl)cc2)c(Cl)c1)c1cc(I)cc(I)c1O

InChI

InChI=1S/C19H11Cl2I2NO3/c20-10-1-4-13(5-2-10)27-17-6-3-12(9-15(17)21)24-19(26)14-7-11(22)8-16(23)18(14)25/h1-9,25H,(H,24,26)

Also called

Disalan (BRAND_NAME)— chebi
Ranide (BRAND_NAME)— chebi
rafoxanida (INN)— chebi
rafoxanidum (INN)— chebi
N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodobenzamide (EXACT_SYNONYM)— chebi
3'-chloro-4'-(4-chlorophenoxy)-3,5-diiodosalicylanilide (EXACT_SYNONYM)— chebi
3'-chloro-4'-(p-chlorophenoxy)-3,5-diiodosalicylanilide (EXACT_SYNONYM)— chebi
3,5-diiodo-3'-chloro-4'-(p-chlorophenoxy)salicylanilide (EXACT_SYNONYM)— chebi
3,5-diodo-3'-chloro-4'-(p-chlorophenoxy)salicylanilide (EXACT_SYNONYM)— chebi
NSC 355278 (EXACT_SYNONYM)— chebi
NSC-355278 (EXACT_SYNONYM)— chebi
NSC355278 (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.

kegg.drug:D05693

Patents and articles

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

wikipedia.en:Rafoxanide

Activity roles

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

antibacterial agent CHEBI:33282
antifungal agent CHEBI:35718

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:234200`	rafoxanide	`antibioticmech:chebi-6235270c77`	2026-08-30

Mechanism summary

Mode of action: NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:59517 (DNA synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

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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