Amorolfin

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Structural formula
Structure of amorolfine
Structural formula without full details of the stereochemistry
General
Non-proprietary name Amorolfin
other names
  • (±) - (2 R * , 6 S * ) -2,6-dimethyl-4- [2-methyl-3- [4- (2-methylbutan-2-yl) phenyl] propyl] morpholine ( IUPAC )
  • (±) - cis -2,6-dimethyl-4- [2-methyl-3- ( p - tert -pentylphenyl) propyl] morpholine
Molecular formula
  • C 21 H 35 NO (amorolfine)
  • C 21 H 35 NO HCl (Amorolfine hydrochloride)
External identifiers / databases
CAS number
PubChem 54260
ChemSpider 49010
DrugBank DB09056
Wikidata Q123195
Drug information
ATC code

D01 AE16

Drug class

Antifungal agent

properties
Molar mass
  • 317.51 g · mol -1 (amorolfine)
  • 353.97 g · mol -1 (· amorolfine hydrochloride)
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances

Hydrochloride

07 - Warning 09 - Dangerous for the environment

Caution

H and P phrases H: 302-315-411
P: 273
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Amorolfine is a medicine that is used to treat fungal infections ( mycoses ). It is a morpholine - derivative and is used as a mixture of four stereoisomers.

application areas

The active ingredient is topically with nail - and skin - mycosis applied.

effect

Amorolfine has a fungistatic to fungicidal effect against dermatophytes , dimorphic fungi and yeasts . This is based on the inhibition of ergosterol - synthesis (via [[Δ 14 STEROL reductase]] and [[cholesterol Δ 7.8 -isomerase]]), ultimately leading to an increase in the permeability of the fungal cell membrane leads.

The active ingredient is hardly absorbed by the intact skin and shows only minor local side effects such as itching or burning.

Trade names

Amorolfin is commercially available in Germany, Austria and Switzerland as a single preparation under the name Loceryl.

A number of generic manufacturers offer preparations under the name Amorolfin in combination with their company name.

See also

literature

  • C.-J. Estler (founder) u. H. Schmidt (Ed.): Pharmacology and Toxicology . 6th edition, Schattauer, 2007, p. 843.

Individual evidence

  1. ↑ a b Data sheet Amorolfine hydrochloride, ≥98% (HPLC) from Sigma-Aldrich , accessed on October 31, 2016 ( PDF ).
  2. ^ Herdegen, Thomas: Kurzlehrbuch Pharmakologie und Toxikologie , Stuttgart: Thieme, 2014. Print