T6638

Sigma-Aldrich

Tolnaftate

Sinónimos:
Methyl-(3-methylphenyl)carbamothioic acid O-2-naphthyl ester
Empirical Formula (Hill Notation):
C19H17NOS
Número de CAS:
Peso molecular:
307.41
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85
En este momento no podemos mostrarle ni los precios ni la disponibilidad

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

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

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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. 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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point F

Not applicable

Flash Point C

Not applicable

T Ohmi et al.
Arzneimittel-Forschung, 41(8), 847-851 (1991-08-01)
In vitro and in vivo antifungal activities of the new imidazole derivative latoconazole ((+-)-(E)-[4-(2-chlorophenyl)-1,3-dithiolan-2-ylidene]-1- imidazolylacetonitrile, NND-318; CAS 101530-10-3) were studied in comparison with three major topical agents, clotrimazole, bifonazole and tolnaftate. The in vitro activity of latoconazole against dermatophytes was...
L W Tom
The Laryngoscope, 110(4), 509-516 (2000-04-14)
To determine the ototoxic effects of five commonly used topical antimycotic agents-clotrimazole, miconazole, nystatin, tolnaftate, and gentian violet-in the guinea pig. A controlled animal study in which the ototoxicity of commonly used topical antifungal agents was investigated by measurement of...
Allergic contact dermatitis from tolnaftate.
R González Pérez et al.
Contact dermatitis, 32(3), 173-173 (1995-03-01)
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...
A K Dash
Journal of microencapsulation, 14(1), 101-112 (1997-01-01)
Tolnaftate microcapsules and microspheres were prepared by gelatin-acacia coacervation and emulsion-solvent evaporation methods respectively. The physical state of the drug in these formulations was determined by using scanning electron microscopy (SEM), X-ray powder diffractometry, and differential scanning calorimetry (DSC). High...

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