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T6638

Sigma-Aldrich

Tolnaftate

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C19H17NOS
Numero CAS:
2398-96-1
Peso molecolare:
307.41
Numero CE:
219-266-6
Numero MDL:
MFCD00056611
Codice UNSPSC:
51302004
ID PubChem:
24900394
NACRES:
NA.85

Stato

powder

Condizioni di stoccaggio

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

Colore

white to off-white

Solubilità

chloroform: soluble 50 mg/mL

Spettro attività antibiotica

fungi

Modalità d’azione

enzyme | inhibits

Temperatura di conservazione

2-8°C

Stringa SMILE

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
FUSNMLFNXJSCDI-UHFFFAOYSA-N

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Applicazioni

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].

Azioni biochim/fisiol

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.

Confezionamento

1G,5G

Altre note

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

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

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

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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
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
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
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
Y Kobayashi et al.
Chemical & pharmaceutical bulletin, 46(11), 1797-1802 (1998-12-10)
The enhancing effects of various vehicles on the in vitro permeation of a hydrophilic model drug, 5-fluorouracil (5-FU), or a lipophilic model drug, tolnaftate (TN), through human nail plates were investigated using a modified side-by-side diffusion cell. Tip pieces from
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