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Ciclopirox

Ciclopirox

Drug Nomenclature

International Nonproprietary Names (INNs) in main languages (French, Latin, and Spanish):

Ciclopirox

Synonyms: Ciclopirox; Ciclopiroxum; Ciklopiroksas; Ciklopirox; Hoe-296b; Siklopiroksi
BAN: Ciclopirox
USAN: Ciclopirox
INN: Ciclopirox [rINN (en)]
INN: Ciclopirox [rINN (es)]
INN: Ciclopirox [rINN (fr)]
INN: Ciclopiroxum [rINN (la)]
INN: Циклопирокс [rINN (ru)]
Chemical name: 6-Cyclohexyl-1-hydroxy-4-methyl-2-pyridone
Molecular formula: C12H17NO2 =207.3
CAS: 29342-05-0
ATC code: D01AE14; G01AX12
Ciclopirox

European Pharmacopoeia, 6th ed. (Ciclopirox).

A white or yellowish-white, crystalline powder. Slightly soluble in water freely soluble in alcohol and in diehloromethane. Protect from light.

The United States Pharmacopeia 31, 2008 (Ciclopirox).

A white to slightly yellowish white, crystalline powder. Slightly soluble in water freely soluble in dehydrated alcohol and in dichloromethane soluble in ether. Store at a temperature of 15° to 30°. Protect from light.

Ciclopirox Olamine

Drug Nomenclature

INNs in main languages (French, Latin, and Spanish):

Ciclopirox
Synonyms: Ciclopirox Olaminum; Ciclopirox olamina; Ciclopiroxolamine; Ciclopiroxum Olaminum; Ciklopiroksas olaminas; Ciklopirox olamin; Ciklopiroxolamin; Ciklopiroxolamin; Hoe-296; Siklopiroksiolamiini
BAN: Ciclopirox Olamine [BANM]
USAN: Ciclopirox Olamine
INN: Ciclopirox Olamine [rINNM (en)]
INN: Ciclopirox olamina [rINNM (es)]
INN: Ciclopirox, Olamine de [rINNM (fr)]
INN: Ciclopiroxi Olaminum [rINNM (la)]
INN: Циклопирокса Оламин [rINNM (ru)]
Chemical name: The 2-aminoethanol salt of 6-Cyclohexyl-1-hydroxy-4-methyl-2-pyridone
Molecular formula: C12H17NO2,C2H7NO =268.4
CAS: 41621-49-2
ATC code: D01AE14; G01AX12

Pharmacopoeias in China, Europe, and US

European Pharmacopoeia, 6th ed. (Ciclopirox Olamine)

A white or pale yellow crystalline powder. It exhibits polymorphism. Slightly soluble in water very soluble in alcohol and in dichloromethane slightly soluble in ethyl acetate practically insoluble in cyclohexane. A 1% solution in water has a pH of 8.0 to 9.0. Protect from light.

The United States Pharmacopeia 31, 2008 (Ciclopirox Olamine)

A white to slightly yellowish-white, crystalline powder. Slightly soluble in water very soluble in alcohol and in dichloromethane practically insoluble in cyclohexane. pH of a 1% solution in water is between 8.0 and 9.0. Store in airtight containers at a temperature of 5° to 25°. Protect from light.

Adverse Effects

Irritation and pruritus have been reported after topical application of ciclopirox.

Antimicrobial Action

Ciclopirox has a wide spectrum of antifungal activity. It inhibits most Candida, Epidermophyton, Microsporum, and Trichophyton spp. and is also active against Malassezia furfur. It has some antibacterial activity.

Uses and Administration

Ciclopirox is an antifungal that is applied topically in the treatment of fungal skin and nail infections, including cutaneous candidiasis, dermatophytosis, pityriasis versicolor (see Skin Infections), and seborrhoeic dermatitis. It has also been used in the treatment of vaginal candidiasis. It is applied twice daily for skin infections, as a cream, gel, suspension, solution, or powder both the base and the olamine salt have been used, with products containing the equivalent of 0.77% ciclopirox base. A lacquer containing 8% ciclopirox base is applied once daily for nail infections. A shampoo containing 1 % ciclopirox base is used twice weekly for the treatment of seborrhoeic dermatitis.

Preparations

The United States Pharmacopeia 31, 2008: Ciclopirox Olamine Cream Ciclopirox Olamine Topical Suspension.

Proprietary Preparations

Argentina: Dermaflor Loprox Micopirox Stieprox Australia: Stieprox Austria: Batrafen Stieprox Brazil: Fungirox Gino Loprox Loprox Micolamina Micoliv Stiprox Canada: Loprox Penlac Stieprox Chile: Batrafen Fungopirox Mikium Stiprox Czech Republic: Batrafen Dafnegin Stieprox Denmark: Mycofen Stieprox Finland: Stieprox France: Mycosquam Mycoster Sebiprox Stiprox Germany: Batrafen Ciclopoli Inimur Myko Nagel Batrafen Sebiprox Greece: Candimyc Dafnegin Myclopir Mycomycen Neo-botacreme Neo-mycodermol Rozolam Stieprox Hong Kong: Batrafen Stieprox Hungary: Batrafen India: Olamin Onylac Indonesia: Batrafen Loprox Ireland: Batrafen Oilatum Scalp Treatment Stieprox Israel: Batrafen Cicloderm Italy: Batrafen Biroxol Brumixol Dafnegin Miclast Micomicen Micoxolamina Sebiprox Stiprox Malaysia: Stieprox Mexico: Loprox Stiprox The Netherlands: Loprox Sebiprox Norway: Stieprox New Zealand: Batrafen Stieprox Philippines: Stieprox Poland: Batrafen Dafnegin Hascofungin Pirolam Stieprox Portugal: Batrafen Mycoster Sebiprox Russia: Batrafen Singapore: Stieprox Spain: Batrafen Ciclochem Fungowas Rimafungol Sebiprox Switzerland: Batrafen Dafnegil Neo Thailand: Cicloderm Loprox Stieprox Turkey: Canolen Nibu-len UK: Oilatum Scalp Treatment USA: Loprox Penlac Venezuela: Batrafen. Multi-ingredient Argentina: Derm’s Shampoo Stieproxal France: Novophane Novophane S Stiproxal India: Flucort-C Israel: Cicloderm-C UK: Oilatum Scalp Intensive.

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