Amorolfine

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An antifungal drug applied topically as the hydrochloride for treating ringworm infections of the nails and skin and pityriasis versicolor (a chronic fungal infection of the skin). It is available as a cream or nail lacquer on prescription only.

Side effects:
amorolfine may rarely cause transient burning or reddening of the skin.

Precautions:
amorolfine should be used with caution during pregnancy or breastfeeding. It should not be used in or around the eyes, ears, and mucous membranes.

Proprietary preparations:
Curanail Nail Lacquer; Loceryl; Loceryl Lacquer.

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Amorolfine
Systematic (IUPAC) name
(±)-(2R*,6S*)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 78613-35-1
ATC code D01AE16
PubChem CID 54260
ChemSpider 49010 YesY
UNII AB0BHP2FH0 YesY
KEGG D02923 YesY
ChEBI CHEBI:599440 YesY
ChEMBL CHEMBL489411 YesY
Chemical data
Formula C21H35N 
Mol. mass 317.509 g/mol
SMILES eMolecules & PubChem
 YesY (what is this?)  (verify)

Amorolfine (or amorolfin), is a morpholine antifungal drug that inhibits D14 reductase and D7-D8 isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membranes.

Marketed as Curanail, Loceryl, Locetar, and Odenil, Amorolfine is commonly available in the form of a nail lacquer, containing 5% Amorolfine as the active ingredient. It is not approved for the treatment of onychomycosis in the United States or Canada. It is probably the most effective topical solution for the treatment of toenail infections, although systemic treatments are more effective.[1] It is approved for sale over the counter in Australia and the UK (recently re-classified to over the counter status), and is approved for the treatment of toenail fungus by prescription in other countries.

Amorolfine 5% nail lacquer in once-weekly or twice-weekly applications has been shown in two studies to be between 60% and 71% effective in treating toenail onychomycosis; complete cure rates three months after stopping treatment (after six months of treatment) were 38% and 46%. However, full experimental details of these trials were not available and since they were first reported in 1992 there have been no subsequent trials.[1]

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