naftifine

Also known as Naftin, Naftifin, Naftifina, Naftifinum, trans-N-cinnamyl-N-methyl-(1-naphthylmethyl)amine, (E)-N-cinnamyl-N-methyl-1-naphthalenemethylamine

Naftifine hydrochloride (brand names include Exoderil and Naftin) is an allylamine antifungal drug for the topical treatment of tinea pedis, tinea cruris, and tinea corporis (topical fungal infections).

Chemical data

Formula: C21H21N
Molecular weight: 287.4 g/mol
IUPAC name: (E)-N-methyl-N-(naphthalen-1-ylmethyl)-3-phenylprop-2-en-1-amine
SMILES: CN(C/C=C/C1=CC=CC=C1)CC2=CC=CC3=CC=CC=C32
InChIKey: OZGNYLLQHRPOBR-DHZHZOJOSA-N
XLogP: 5.1
Polar surface area: 3.2 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Research

237 papers

Naftifine.2006
Naftifine: a review.Journal of cutaneous medicine and surgery · 2008
Naftifine: A Topical Allylamine for Superficial Dermatophytosis.The Journal of the Association of Physicians of India · 2023
Naftifine Hydrochloride Gel 2%: An Effective Topical Treatment for Moccasin-Type Tinea Pedis.Journal of drugs in dermatology : JDD · 2015
Potential of Naftifine Application for Transungual Delivery.Molecules (Basel, Switzerland) · 2020

via PubMed

Wikidata facts

Mass: 287.167

Show 5 more facts

Commons category: Naftifine
chemical formula: C₂₁H₂₁N
canonical SMILES: CN(CC=CC1=CC=CC=C1)CC2=CC=CC3=CC=CC=C32
isomeric SMILES: CN(C/C=C/C1=CC=CC=C1)CC2=CC=CC3=CC=CC=C32
World Health Organisation international non-proprietary name: naftifine

Sources (2)

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References

Naftifine was invented at the Sandoz Research Institute in Vienna, Austria. It was the first successful antifungal medication of the allylamine class.