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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:
Molecular Weight:
353.97
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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

Signal Word

Warning

Hazard Statements

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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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
Amorolfine
Haria M and BrysonHM
Drugs, 49(1), 103-120 (1995)
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
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)

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