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Amorolfine

Chemical compound


Chemical compound

FieldValue
imageAmorolfine.svg
image_classskin-invert-image
captionAbove: molecular structure of amorolfine
image2Amorolfine 3D.png
image_class2bg-transparent
tradenameLoceryl, others
Drugs.com
DailyMedID
pregnancy_AU
ATC_prefixD01
ATC_suffixAE16
legal_AUS4
legal_AU_comment/Schedule 2
legal_BR
legal_CA
legal_DE
legal_NZ
legal_UK
legal_US
legal_UN
legal_status
CAS_number78613-35-1
PubChem54260
ChemSpiderID49010
UNIIAB0BHP2FH0
KEGGD02923
ChEBI599440
ChEMBL489411
IUPAC_name(±)-(2R,6S)-rel-2,6-Dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine
C21
H35
N1
O1
SMILESO2C@@HC
StdInChI1S/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+
StdInChIKeyMQHLMHIZUIDKOO-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

  1. (May 2025). "Therapeutic Goods (Poisons Standard— June 2025) Instrument 2025".
  2. (March 2005). "New insights into the effect of amorolfine nail lacquer". Mycoses.
  3. (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.
  4. (2003). "Evidence-Based Dermatology". Blackwell.
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