tolnaftate

CHEBI:9620 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A monothiocarbamic ester that is the methyl(3-tolyl)carbamothioate ester of 2-naphthol. A synthetic anti-fungal agent used to treat jock itch, athlete's foot and ringworm. — 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

antibiotic without defined classificationARO:3000003

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:38128
antibiotic without defined classification ARO:3000003

Chemical structure

Computed structure properties
Molecular formula	C19H17NOS
Charge	0
Average mass	307.418 Da
Monoisotopic mass	307.10309 Da
Source	ChEBI
InChIKey	FUSNMLFNXJSCDI-UHFFFAOYSA-N

SMILES

Cc1cccc(N(C)C(=S)Oc2ccc3ccccc3c2)c1

InChI

InChI=1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3

Also called

Separin (BRAND_NAME)— chebi
Tinactin (BRAND_NAME)— chebi
tolnaftato (INN)— chebi
tolnaftatum (INN)— chebi
O-2-naphthyl methyl(3-methylphenyl)carbamothioate (EXACT_SYNONYM)— chebi
2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate (EXACT_SYNONYM)— chebi
Methyl (3-methylphenyl)carbamothioic acid O-2-naphthalenyl ester (EXACT_SYNONYM)— chebi
N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide (EXACT_SYNONYM)— chebi
O-2-Naphthyl m,N-dimethylthiocarbanilate (EXACT_SYNONYM)— chebi
Tolnaphthate (EXACT_SYNONYM)— chebi
m,N-Dimethylthiocarbanilic acid O-2-naphthyl ester (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.

antifungal drug CHEBI:86327

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:3009174`	tolnaftate	`antibioticmech:aro-49498c70e7`	2026-08-30
CHEBI	`CHEBI:9620`	tolnaftate	`antibioticmech:chebi-f071b8f586`	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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