Amorolfine

Amorolfine
	Above: molecular structure of amorolfine Below: 3D representation of an amorolfine molecule
Clinical data
Trade names	Loceryl, others
AHFS/Drugs.com	International Drug Names
ATC code	D01AE16 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only) / Schedule 2;
Identifiers
	IUPAC name (±)-(2R,6S)-rel-2,6-Dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine;
CAS Number	78613-35-1;
PubChem CID	54260;
ChemSpider	49010;
UNII	AB0BHP2FH0;
KEGG	D02923;
ChEBI	CHEBI:599440;
ChEMBL	ChEMBL489411;
CompTox Dashboard (EPA)	DTXSID0046690 ;
Chemical and physical data
Formula	C21H35NO
Molar mass	317.517 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O2[C@@H](CN(CC(C)Cc1ccc(cc1)C(C)(C)CC)C[C@@H]2C)C;
	InChI InChI=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+; Key:MQHLMHIZUIDKOO-AYHJJNSGSA-N;

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.^[2]