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Details

Stereochemistry RACEMIC
Molecular Formula C21H35NO
Molecular Weight 317.5087
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMOROLFINE

SMILES

CCC(C)(C)C1=CC=C(C[C@H](C)CN2C[C@H](C)O[C@H](C)C2)C=C1

InChI

InChIKey=MQHLMHIZUIDKOO-OKZBNKHCSA-N
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+/m0/s1

HIDE SMILES / InChI

Description

Amorolfine (or amorolfin), is a morpholine antifungal drug with broad spectrum of activity. Its fungicidal action is based on an alteration of the fungal cell membrane targeted primarily on sterol biosynthesis. Amorolfine is administered as a nail lacquer in patients suffering from onychomycosis, as a cream in patients suffering from dermatomycosis. Amorolfine is well tolerated. The local adverse effects observed were mainly burning and itching.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.93 µM [IC50]
1.8 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Loceryl
Curative
Loceryl

PubMed

Sample Use Guides

In Vivo Use Guide
The lacquer is applied once to twice a week
Route of Administration: Topical
In Vitro Use Guide
The dermatophytes, dematiaceous fungi, dimorphic fungi and yeasts were generally inhibited by less than 1 mg/ml of Amorolfine. At concentration 3-10 mg/ml Amorolfine kills more than 90% of the Candida albicans, Histoplasma capsulatum, Wangiella dermatitidis and Trichophyton mentagrophytes within 24 h incubation on casitone medium.