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T6638

Sigma-Aldrich

Tolnaftat

Synonym(e):

O-(2-Naphthyl)-N-methyl-N-m-tolyl-thiocarbamat

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About This Item

Empirische Formel (Hill-System):
C19H17NOS
CAS-Nummer:
2398-96-1
Molekulargewicht:
307.41
EG-Nummer:
219-266-6
MDL-Nummer:
MFCD00056611
UNSPSC-Code:
51302004
PubChem Substanz-ID:
24900394
NACRES:
NA.85

Form

powder

Lagerbedingungen

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

Farbe

white to off-white

Löslichkeit

chloroform: soluble 50 mg/mL

Wirkungsspektrum von Antibiotika

fungi

Wirkungsweise

enzyme | inhibits

Lagertemp.

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

InChIKey

FUSNMLFNXJSCDI-UHFFFAOYSA-N

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Anwendung

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].

Biochem./physiol. Wirkung

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.

Verpackung

1G,5G

Sonstige Hinweise

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

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

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

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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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