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SML0283

Sigma-Aldrich

Amorolfine hydrochloride

≥98% (HPLC)

Synonym(s):

(2R,6S)-rel-4-[3-[4-(1,1-Dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethyl-morpholine hydrochloride, Ro 14-4767/002

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About This Item

Empirical Formula (Hill Notation):
C21H35ON · HCl
CAS Number:
78613-38-4
Molecular Weight:
353.97
UNSPSC Code:
12352200
PubChem Substance ID:
329825291

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥5 mg/mL (warmed)

storage temp.

room temp

SMILES string

Cl.CCC(C)(C)c1ccc(CC(C)CN2C[C@H](C)O[C@H](C)C2)cc1

InChI

1S/C21H35NO.ClH/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;1H/t16?,17-,18+;

InChI key

XZKWIPVTHGWDCF-KUZYQSSXSA-N

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Application

Amorolfine hydrochloride has been used as an antifungal agent.

Biochem/physiol Actions

Amorolfine blocks ergosterol biosynthesis by interfering with delta 14 reduction and the delta 7-8 isomerisation.
Amorolfine hydrochloride is a potential for treating onychomycosis infected nails by topical application. A 5% solution combination with fluconazole is effective on sensitive fungus in fingernail onychomycosis.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 - H315 - H411

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amorolfine
Haria M and BrysonHM
Drugs, 49(1), 103-120 (1995)
Production of Trichophyton rubrum microspores in large quantities and its application to evaluate amorolfine/azole compound interactions in vitro
Laurent A and Monod M
Mycoses, 60(9), 581-586 (2017)
A randomized, double-blind study of amorolfine 5\% nail lacquer with oral fluconazole compared with oral fluconazole alone in the treatment of fingernail onychomycosis
Chandra S, et al.
Indian Journal of Dermatology, 64(4), 253-253 (2019)
Yuji Tabata et al.
Antimicrobial agents and chemotherapy, 60(2), 1035-1039 (2015-12-09)
Fungal nail infection (onychomycosis) is a prevalent disease in many areas of the world, with a high incidence approaching 23%. Available antifungals to treat the disease suffer from a number of disadvantages, necessitating the discovery of new efficacious and safe
Sho Takahata et al.
Antimicrobial agents and chemotherapy, 60(2), 873-880 (2015-11-26)
Despite the existing treatment options for onychomycosis, there remains a strong demand for potent topical medications. ME1111 is a novel antifungal agent that is active against dermatophytes, has an excellent ability to penetrate human nails, and is being developed as
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