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Amorolfine
Chemical compound
Chemical compound
| Field | Value |
|---|---|
| image | Amorolfine.svg |
| image_class | skin-invert-image |
| caption | Above: molecular structure of amorolfine |
| image2 | Amorolfine 3D.png |
| image_class2 | bg-transparent |
| tradename | Loceryl, others |
| Drugs.com | |
| DailyMedID | |
| pregnancy_AU | |
| ATC_prefix | D01 |
| ATC_suffix | AE16 |
| legal_AU | S4 |
| legal_AU_comment | /Schedule 2 |
| legal_BR | |
| legal_CA | |
| legal_DE | |
| legal_NZ | |
| legal_UK | |
| legal_US | |
| legal_UN | |
| legal_status | |
| CAS_number | 78613-35-1 |
| PubChem | 54260 |
| ChemSpiderID | 49010 |
| UNII | AB0BHP2FH0 |
| KEGG | D02923 |
| ChEBI | 599440 |
| ChEMBL | 489411 |
| IUPAC_name | (±)-(2R,6S)-rel-2,6-Dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine |
| C | 21 |
| H | 35 |
| N | 1 |
| O | 1 |
| SMILES | O2C@@HC |
| StdInChI | 1S/C21H35NO/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22/h8-11,16-18H,7,12-15H2,1-6H3/t16?,17-,18+ |
| StdInChIKey | MQHLMHIZUIDKOO-AYHJJNSGSA-N |
Below: 3D representation of an amorolfine molecule
| Drugs.com =
| elimination_half-life =
Amorolfine (or amorolfin), is a morpholine antifungal drug that inhibits Δ14-sterol reductase and cholestenol Δ-isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membranes. Sold under the brand name Loceryl among others, amorolfine is commonly available in the form of a nail lacquer, containing 5% amorolfine hydrochloride as the active ingredient. It is used to treat onychomycosis (fungal infection of the toe- and fingernails). Amorolfine 5% nail lacquer in once-weekly or twice-weekly applications was shown in two decades-old 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.
It is a topical solution for the treatment of toenail infections. Systemic treatments may be considered more effective.
It is approved for sale over-the-counter in Australia, Brazil, Russia, Germany, and the UK.
Notes
References
- (May 2025). "Therapeutic Goods (Poisons Standard— June 2025) Instrument 2025".
- (March 2005). "New insights into the effect of amorolfine nail lacquer". Mycoses.
- (May 2017). "Efficacy and tolerability of amorolfine 5% nail lacquer in combination with systemic antifungal agents for onychomycosis: A meta-analysis and systematic review". Dermatologic Therapy.
- (2003). "Evidence-Based Dermatology". Blackwell.
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