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T6638

Sigma-Aldrich

Tolnaftate

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C19H17NOS
Numéro CAS:
2398-96-1
Poids moléculaire :
307.41
Numéro CE :
219-266-6
Numéro MDL:
MFCD00056611
Code UNSPSC :
51302004
ID de substance PubChem :
24900394
Nomenclature NACRES :
NA.85

Forme

powder

Conditions de stockage

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

Couleur

white to off-white

Solubilité

chloroform: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

fungi

Mode d’action

enzyme | inhibits

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

FUSNMLFNXJSCDI-UHFFFAOYSA-N

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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[1]. It also has been used as a comparator compound for antifungal efficiency studies[2].

Actions biochimiques/physiologiques

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[1]. Tolnaftate inhibits biosynthesis of aflatoxin.

Conditionnement

1G,5G

Autres remarques

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

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
089M4807V
116M4783V
086M4750V
056M4792V
BCBK6699V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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
D Arul Dhas et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(5), 993-1003 (2011-05-14)
Vibrational analysis of the thionocarbamate fungicide tolnaftate which is antidermatophytic, antitrichophytic and antimycotic agent, primarily inhibits the ergosterol biosynthesis in the fungus, was carried out using NIR FT-Raman and FTIR spectroscopic techniques. The equilibrium geometry, various bonding features, harmonic vibrational
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
Tang Bo et al.
The journal of physical chemistry. B, 110(17), 8877-8884 (2006-04-28)
Based on the fact that tolnaftate degrade to beta-naphthol sodium (RONa) at 5.00 mol/L NaOH solution and RO(-) was protonated to ROH after being acidified and adjusted to the pH 4.50 by acetic acid-sodium acetate buffer solution, we studied and
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