Ciclopirox

Ciclopirox
ATC Code D01AE14, G01AX12
Formula C12H17NO2
Molar Mass (g·mol−1) 207,27
Physical State solid
Density (g·cm−3) 1,2±0,1
Melting Point (°C) 144
Boiling Point (°C) 1440
CAS Number 29342-05-0
PUB Number 2749
Drugbank ID DB01188
Solubility poorly soluble in water, very soluble in dichloromethane and ethanol

Basics

Ciclopirox is a drug from the antifungal group. Chemically, the drug is a derivative of pyridone. Ciclopirox is a drug with a broad spectrum of activity. It is therefore effective against a wide range of pathogenic fungi. It is applied locally in the form of ointments or suppositories. It is also used as a salt in the form of ciclopiroxolamine. In addition, ciclopirox is used as an active component in medicinal shampoos.

Pharmacology

Pharmacodynamics

Ciclopirox has the property to bind metal cations (e.g.: Fe3+ or Al3+) in chelate complexes. This inhibits the activity of certain enzymes (cytochromes), which disrupts the energy supply of the fungus and causes it to die. In addition, the drug decreases the stability of the fungi's plasma membranes, making it highly likely that they will collapse.

Pharmacokinetics

Ciclopirox is applied topically (superficially) only. Approximately 5% of the applied amount is absorbed through the skin. Plasma protein binding is approximately 95%. Ciclopirox is rendered ineffective and broken down in the liver by a process called glucuronidation. Finally, it is excreted in the urine. The plasma half-life is 1.7 hours on average.

Drug Interactions

No interactions with other substances are known.

Toxicity

Side effects

Side effects after the application of ciclopirox are very rare. However, in some cases, skin reactions may occur at the site of application (redness, itching, burning).

Toxicological data

LD50 (rat, oral) : >10 ml/kg

Markus Falkenstätter

Markus Falkenstätter
Author

Markus Falkenstätter ist Autor zu pharmazeutischen Themen in der Medizin-Redaktion von Medikamio. Er befindet sich im letzten Semester seines Pharmaziestudiums an der Universität Wien und liebt das wissenschaftliche Arbeiten im Bereich der Naturwissenschaften.

Mag. pharm Stefanie Lehenauer

Mag. pharm Stefanie Lehenauer
Lector

Stefanie Lehenauer ist seit 2020 freie Autorin bei Medikamio und studierte Pharmazie an der Universität Wien. Sie arbeitet als Apothekerin in Wien und ihre Leidenschaft sind pflanzliche Arzneimittel und deren Wirkung.

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