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Merck
CN

T6638

Tolnaftate

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H17NOS
CAS Number:
Molecular Weight:
307.41
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51302004
EC Number:
219-266-6
MDL number:
Technical Service
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form

powder

storage condition

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

color

white to off-white

solubility

chloroform: soluble 50 mg/mL

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

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

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.


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Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Related Content

Product Information Sheet


Andrew E Czeizel et al.
Reproductive toxicology (Elmsford, N.Y.), 18(3), 443-444 (2004-04-15)
Teratogenic studies of tolnaftate, an antifungal agent, in humans have not been published. The population-based data set of the Hungarian Case-Control Surveillance of Congenital Abnormalities, 1980-1996 contained 22843 fetuses or newborns with congenital abnormalities and 38151 matched controls without congenital
J Pannu et al.
Antimicrobial agents and chemotherapy, 53(8), 3273-3279 (2009-05-13)
NB-002 is an oil-in-water emulsion designed for use for the treatment of skin, hair, and nail infections. The activity of NB-002 was compared to the activities of the available antifungal drugs against the major dermatophytes responsible for cutaneous infections, Trichophyton
H Vanden Bossche et al.
Journal of veterinary pharmacology and therapeutics, 26(1), 5-29 (2003-02-27)
A limited number of antifungal agents is licensed for use in animals, however, many of those available for the treatment of mycoses in humans are used by veterinary practitioners. This review includes chemical aspects, spectra of activity, mechanisms of action



Global Trade Item Number

SKUGTIN
T6638-1G04061837371790
T6638-5G04061837371806