Ciclopirox

Ciclopirox
Clinical data
Trade names	Penlac Nail Lacquer, others
Other names	Loprox, CPX
AHFS/Drugs.com	Monograph
MedlinePlus	a604021
License data	US DailyMed: Ciclopirox;
Routes of; administration	Topical
ATC code	D01AE14 (WHO) G01AX12 (WHO);
Legal status
Legal status	AU: S2 (Pharmacy medicine); CA: ℞-only; US: ℞-only;
Pharmacokinetic data
Bioavailability	<5% with prolonged use
Protein binding	94 to 97%
Elimination half-life	1.7 hours
Identifiers
	IUPAC name 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one;
CAS Number	29342-05-0 ;
PubChem CID	2749;
DrugBank	DB01188 ;
ChemSpider	2647 ;
UNII	19W019ZDRJ;
KEGG	D03488 ;
ChEBI	CHEBI:453011 ;
ChEMBL	ChEMBL1413 ;
CompTox Dashboard (EPA)	DTXSID9048564 ;
ECHA InfoCard	100.045.056
Chemical and physical data
Formula	C12H17NO2
Molar mass	207.273 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1/C=C(\C=C(/N1O)C2CCCCC2)C;
	InChI InChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3 ; Key:SCKYRAXSEDYPSA-UHFFFAOYSA-N ;
	(verify)

Ciclopirox is a medication used for the treatment of moderate onychomycosis of fingernails and toenails,^[3] and for the treatment of seborrheic dermatitis.^[4]

In 2022, it was the 247th most commonly prescribed medication in the United States, with more than 1 million prescriptions.^[5]^[6]

^ Cite error: The named reference brands was invoked but never defined (see the help page).
^ "Penlac Nail Lacquer (ciclopirox) Topical Solution, 8%". DailyMed. Retrieved 2 December 2024.
^ ^a ^b Cite error: The named reference Ciclodan FDA label was invoked but never defined (see the help page).
^ ^a ^b Cite error: The named reference Loprox FDA label was invoked but never defined (see the help page).
^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
^ "Ciclopirox Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

Clinical data

Trade names	Penlac Nail Lacquer, others^[1]
Other names	Loprox, CPX
AHFS/Drugs.com	Monograph
MedlinePlus	a604021
License data	US DailyMed: Ciclopirox
Routes of administration	Topical
ATC code	D01AE14 (WHO) G01AX12 (WHO)
Legal status
Legal status	AU: S2 (Pharmacy medicine) CA: ℞-only US: ℞-only^[2]^[3]^[4]
Pharmacokinetic data
Bioavailability	<5% with prolonged use
Protein binding	94 to 97%
Elimination half-life	1.7 hours
Identifiers
IUPAC name 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one
CAS Number	29342-05-0^Y
PubChem CID	2749
DrugBank	DB01188^Y
ChemSpider	2647^Y
UNII	19W019ZDRJ
KEGG	D03488^Y
ChEBI	CHEBI:453011^Y
ChEMBL	ChEMBL1413^Y
CompTox Dashboard (EPA)	DTXSID9048564
ECHA InfoCard	100.045.056
Chemical and physical data
Formula	C₁₂H₁₇NO₂
Molar mass	207.273 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C1/C=C(\C=C(/N1O)C2CCCCC2)C
InChI InChI=1S/C12H17NO2/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10/h7-8,10,15H,2-6H2,1H3^Y Key:SCKYRAXSEDYPSA-UHFFFAOYSA-N^Y
(verify)