67467-83-8

Basic information

• Product Name: Amorolfine
• Synonyms: AMOROLFINE;cis-4-[3-[4-(1,1-dimethylpropyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine;(2R,6S)-2,6-dimethyl-4-[2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl]morpholine;(2R,6S)-4-[3-(4-tert-amylphenyl)-2-methyl-propyl]-2,6-dimethyl-morpholine
• CAS NO: 67467-83-8
• Molecular Formula: C21H35NO
• Molecular Weight: 317.51
• EINECS: 1312995-182-4
• Mol File: 67467-83-8.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 407.1 °C at 760 mmHg
• Flash Point: 119.6 °C
• Appearance: white crystalline powder
• Density: 0.924 g/cm³
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 7.33±0.10(Predicted)
• CAS DataBase Reference: Amorolfine(CAS DataBase Reference)
• NIST Chemistry Reference: Amorolfine(67467-83-8)
• EPA Substance Registry System: Amorolfine(67467-83-8)

Safety Data

• Hazardous Substances Data: 67467-83-8(Hazardous Substances Data)

Usage

Description

Amorolfine is an antifungal medication that belongs to the morpholine antifungal drug class. It is known for its fungicidal activity against a broad range of dermatophytes, yeasts, and molds. Amorolfine works by inhibiting ergosterol synthesis, which is an essential component of fungal cell membranes, leading to the disruption of the cell membrane's integrity and ultimately causing cell death.

Uses

Used in Antifungal Applications:
Amorolfine is used as an antimycotic agent for the treatment of onychomycosis, a fungal infection of the nails. It is available in 0.25% cream and 5% nail lacquer formulations in European countries and Japan. The 5% nail lacquer formulation is particularly effective against onychomycosis caused by dermatophytes and Candida species.
Used in Cutaneous Fungal Disease Treatment:
Amorolfine is also utilized as an antifungal agent in the treatment of cutaneous fungal diseases, which are infections that affect the skin, hair, and nails.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Amorolfine is used as an active ingredient in the brand name medication Loceryl, manufactured by Hoffmann-LaRoche. This medication is specifically designed for the topical treatment of onychomycosis and cutaneous fungal infections.

Side effects

Topical application of amorolfine (5% nail lacquer and 0.25% cream) is generally well tolerated, with up to 5% of patients reporting minor symptoms. In patients using the nail lacquer, these events included burning, itching, redness, and local pain, which were toleratable and confined to the application site. Adverse effects of scaling, weeping, blistering, and edema have also been described for the cream formulation.

InChI:InChI=1/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+