Product Name

Tolnaftate

CAS Number

2398-96-1

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Product Name:
Tolnaftate
CAS Number:
2398-96-1
Indication:
Tolnaftate topical is used to treat skin infections such as athlete's foot, jock itch, and ringworm infections. Tolnaftate is also used, along with other antifungals, to treat infections of the nails, scalp, palms, and soles of the feet. The powder and powder aerosol may be used to prevent athlete's foot.
Mode of Action:

Tolnaftate is a topical fungicide. Though its exact mechanism unknown, it is believed to prevent ergosterol biosynthesis by inhibiting squalene epoxidase. It has also been reported to distort the hyphae and to stunt mycelial growth in susceptible organisms.

Pharmacodynamics:

Tolnaftate is a synthetic over-the-counter anti-fungal agent.

Toxicity:

Oral rat LD50: 891 mg/kg. Inhalation rat LC50: > 900 mg/m3/1hr. Irritation: skin rabbit: 500 mg/24H mild. Eye rabbit: 100 mg severe. Investigated a mutagen and reproductive effector.

IUPAC:
N-methyl-N-(3-methylphenyl)-1-(naphthalen-2-yloxy)methanethioamide
ATC:
D01AE18
PubChem:
5510
DrugBank:
DB00525 (APRD01607)
Formula:
C22H31NO
Molecular Mass:
307.409
SMILES:
CN(C(=S)OC1=CC2=CC=CC=C2C=C1)C1=CC=CC(C)=C1
AHFS Code:
84:04.08.40
InChi:
FUSNMLFNXJSCDI-UHFFFAOYSA-N
General Reference:
General Reference:

  1. Barrett-Bee K, Dixon G: Ergosterol biosynthesis inhibition: a target for antifungal agents. Acta Biochim Pol. 1995;42(4):465-79. Pubmed
  2. Ryder NS, Frank I, Dupont MC: Ergosterol biosynthesis inhibition by the thiocarbamate antifungal agents tolnaftate and tolciclate. Antimicrob Agents Chemother. 1986 May;29(5):858-60. Pubmed

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