CHEBI:9620 - tolnaftate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tolnaftate
ChEBI ID CHEBI:9620
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H17NOS
Net Charge 0
Average Mass 307.40900
Monoisotopic Mass 307.103
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
InChIKey FUSNMLFNXJSCDI-UHFFFAOYSA-N
SMILES CN(C(=S)Oc1ccc2ccccc2c1)c1cccc(C)c1
Roles Classification
Biological Role(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tolnaftate (CHEBI:9620) has functional parent 2-naphthol (CHEBI:10432)
tolnaftate (CHEBI:9620) has role antifungal drug (CHEBI:86327)
tolnaftate (CHEBI:9620) is a monothiocarbamic ester (CHEBI:38128)
IUPAC Name
O-2-naphthyl methyl(3-methylphenyl)carbamothioate
INNs Sources
tolnaftate WHO MedNet
tolnaftate KEGG DRUG
tolnaftato DrugBank
tolnaftatum DrugBank
Synonyms Sources
2-Naphthyl N-methyl-N-(3-tolyl)thionocarbamate ChemIDplus
m,N-Dimethylthiocarbanilic acid O-2-naphthyl ester ChemIDplus
Methyl (3-methylphenyl)carbamothioic acid O-2-naphthalenyl ester NIST Chemistry WebBook
N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide HMDB
O-2-Naphthyl m,N-dimethylthiocarbanilate ChemIDplus
Tolnaphthate NIST Chemistry WebBook
Brand Names Sources
Separin KEGG DRUG
Tinactin KEGG DRUG
Manual Xrefs Databases
3617 DrugCentral
D00381 KEGG DRUG
DB00525 DrugBank
HMDB0005005 HMDB
LSM-5554 LINCS
Tolnaftate Wikipedia
US2010035939 Patent
WO2010037089 Patent
View more database links
Registry Numbers Types Sources
2398-96-1 CAS Registry Number NIST Chemistry WebBook
2398-96-1 CAS Registry Number ChemIDplus
2398-96-1 CAS Registry Number KEGG DRUG
2752620 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20347664 PubMed citation Europe PMC
2061794 PubMed citation Europe PMC
20635527 PubMed citation Europe PMC
21565546 PubMed citation Europe PMC
22125963 PubMed citation Europe PMC
24706116 PubMed citation Europe PMC
3509341 PubMed citation Europe PMC
4568708 PubMed citation Europe PMC
5319027 PubMed citation Europe PMC
5705341 PubMed citation Europe PMC
5745067 PubMed citation Europe PMC
5847820 PubMed citation Europe PMC
5856396 PubMed citation Europe PMC
5952516 PubMed citation Europe PMC
697362 PubMed citation Europe PMC
Last Modified
22 February 2017