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T6638 Sigma-Aldrich

Tolnaftate

Synonym: Methyl-(3-methylphenyl)carbamothioic acid O-2-naphthyl ester

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antifungal, Biochemicals and Reagents,
Quality Level   200
form   powder
color   white to off-white
solubility   chloroform: soluble 50 mg/mL
Mode of action   enzyme | inhibits
antibiotic activity spectrum   fungi
storage temp.   2-8°C
SMILES string   CN(C(=S)Oc1ccc2ccccc2c1)c3cccc(C)c3
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
InChI key   FUSNMLFNXJSCDI-UHFFFAOYSA-N

Description

Application

Tolnaftate is used to study the mechanism of ergosterol (sterol) biosynthesis at the rate-limiting step of squalene epoxidase inhibition. Tolnaftate is clinically used to treat cutaneous infections such as athlete′s foot, jock itch, and ringworm. It also has been used as a comparator compound for antifungal efficiency studies.

Biochem/physiol Actions

Tolnaftate prevents ergosterol biosynthesis by inhibiting squalene epoxidase. It has also been reported to distort the hyphae and to stunt mycelial growth in susceptible organisms. Tolnaftate inhibits biosynthesis of aflatoxin.

Packaging

1G,5G

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. T6638.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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