Compound: Amorolfine
SMILES: O1[C@H](CN(CC(Cc2ccc(C(CC)(C)C)cc2)C)C[C@H]1C)C
InChIKey: MQHLMHIZUIDKOO-AYHJJNSGSA-N
Synonyms: Amorolfine, 78613-35-1, Loceryl, Amorolfina, Amorolfinum, amorolfin, Curanail, Locetar, Odenil, DTXSID0046690, Amorolfine (as hydrochloride), (2R,6S)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine, DTXCID8026690, CHEBI:599440, Ro 14-4767/000, (2R,6S)-2,6-dimethyl-4-[2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine, Ro-14-4767/000, Omicur, Loceryl curanail, Ro-14-4767-002, (2R,6S)-2,6-dimethyl-4-(2-methyl-3-(4-(2-methylbutan-2-yl)phenyl)propyl)morpholine, amorolfine hydrochlorid, RefChem:557892, D01AE16, AB0BHP2FH0, Amorolfine hcl, imibenconazole-debenzyl, NCGC00167524-01, (+-)-cis-2,6-Dimethyl-4-(2-methyl-3-(p-tert-pentylphenyl)propyl)morpholine, cis-2,6-Dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine, cis-4-[3-[4-(1,1-Dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, rel-(2R,6S)-4-[3-[4-(1,1-Dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, meso-2,6-dimethyl-4-(2-methyl-3-(p-tert-pentylphenyl)propyl)morpholine, (2S,6R)-4-[3-[4-(1,1-dimethylpropyl)phenyl]-2-methyl-propyl]-2,6-dimethyl-morpholine, meso-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine, CAS-78613-35-1, rel-(2R,6S)-4-[3-[4-(1,1-Dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine; Amorolfine; Loceryl; Ro 14-4767; Ro 14-4767/000; cis- 4-[3-[4-(1,1-Dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethyl-morpholine, Loceryl (TN), Amorolfine Impurity 20, Amorolfine (USAN/INN), SCHEMBL150666, CHEMBL489411, orb1710741, GTPL14013, HMS2089I20, EX-A4134, Tox21_112521, DL-246, EBC-26774, MFCD00865597, T0187L, AKOS015896221, Tox21_112521_1, AC-1982, DB09056, NCGC00167524-02, NCGC00167524-03, HY-121169, CS-0079581, NS00010653, D02923, AB01274715-01, AB01274715-02, AB01274715_03, AB01274715_04, EN300-18563881, Q123195, SR-05000001441, SR-05000001441-1, BRD-A37390343-003-02-7, BRD-A37390343-003-03-5, (+/-)-cis-2,6-dimethyl-4-[2-methyl-3-(p-t-pentylphenyl)propyl]-morpholin, (2R,6S)-2,6-dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine, (2S,6R)-2,6-dimethyl-4-(2-methyl-3-(4-(tert-pentyl)phenyl)propyl)morpholine
Theoretical properties:
molecular_formula: C21H35NO
molecular_weight: 317.5 g/mol
exact_mass: 317.271864740 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 6
heavy_atom_count: 23
topological_polar_surface_area: 12.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Amorolfine is a member of the class of morpholines that is cis-2,6-dimethylmorpholine in which the hydrogen attached to the nitrogen is replaced by a racemic 2-methyl-3-[p-(2-methylbutan-2-yl)phenyl]propyl group. An inhibitor of the action of squalene monooxygenase, 14 reductase and D7-D8 isomerase and an antifungal agent, it is used (generally as its hydrochloride salt) for the topical treatment of fungal nail and skin infections. It has a role as an EC 1.14.13.132 (squalene monooxygenase) inhibitor, an EC 1.3.1.70 (Delta(14)-sterol reductase) inhibitor and an EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor. It is a tertiary amino compound and a morpholine antifungal drug. It is a conjugate base of an amorolfine(1+).", "chebi": "A member of the class of morpholines that is <i>cis</i>-2,6-dimethylmorpholine in which the hydrogen attached to the nitrogen is replaced by a racemic 2-methyl-3-[<em>p</em>-(2-methylbutan-2-yl)phenyl]propyl group. An inhibitor of the action of squalene monooxygenase, \u0394<small><sup>14</small></sup> reductase and D7-D8 isomerase and an antifungal agent, it is used (generally as its hydrochloride salt) for the topical treatment of fungal nail and skin infections.", "chembl": "AMOROLFINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.", "wikipedia": "Amorolfine (or amorolfin), is a morpholine antifungal drug that inhibits \u039414-sterol reductase and cholestenol \u0394-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.\nIt is a topical solution for the treatment of toenail infections. Systemic treatments may be considered more effective.\nIt is approved for sale over-the-counter in Australia, Brazil, Russia, Germany, and the UK.\n\n"}