Econazole Nitrate Is Applied Topically up to 3 Times Dai- CAS

Clotrimazole/Fenticonazole Nitrate 531

For a discussion of the caution needed when using azole antifun- Uses and Administration Fenticlor (BAN, USAN, rINN) gals during pregnancy, see under Pregnancy in Precautions of Econazole is an imidazole antifungal used topically in Fluconazole, p.532. D-25; Fenticloro; Fenticlorum; HL-1050; NSC-4112; Ph-549; S- the treatment of superficial candidiasis (see p.518) and 7. 2,2′-Thiobis(4-chlorophenol). ◊ References. in dermatophytosis and pityriasis versicolor (see Skin Фентиклор 1. del Palacio A, et al. A double-blind randomized comparative tri- Infections, p.521). al: eberconazole 1% cream versus clotrimazole 1% cream twice C12H8Cl2O2S = 287.2. daily in Candida and dermatophyte skin infections. Mycoses Econazole nitrate is applied topically up to 3 times dai- CAS — 97-24-5. 2001; 44: 173–80. ly as a 1% cream, lotion, powder, or solution in the 2. Repiso Montero T, et al. Eberconazole 1% cream is an effective and safe alternative for dermatophytosis treatment: multicenter, treatment of fungal skin infections. Treatment is con- randomized, double-blind, comparative trial with miconazole tinued for 2 to 4 weeks. It is also used in the treatment OH OH 2% cream. Int J Dermatol 2006; 45: 600–4. of vaginal candidiasis as pessaries of 150 mg once dai- S Preparations ly at bedtime for 3 consecutive nights; a single dose of Proprietary Preparations (details are given in Part 3) 150 mg in a long-acting formulation has also been Spain: Ebernet; Ebertop; Ebesupol. used. Intravaginal use of 5 g of a 1% cream once daily at night has been given for 2 weeks. A 1% cream may Cl Cl be used concurrently for the treatment of vulval infec- Econazole (BAN, USAN, rINN) tions or for the treatment of balanitis in a male partner. Profile Econazol; Éconazole; Econazolum; Ekonatsoli; Ekonazol; Ekona- In the treatment of fungal infections of the nails, a 1% Fenticlor is an antifungal that has been applied topically in the treatment of dermatophyte infections. zolas. 1-[2,4-Dichloro-β-(4-chlorobenzyloxy)phenethyl]imida- cream or lotion is applied once daily and covered with zole. an occlusive dressing. Photosensitivity reactions have been reported. Эконазол Econazole nitrate has also been used as eye or ear Preparations C18H15Cl3N2O = 381.7. drops. Proprietary Preparations (details are given in Part 3) CAS — 27220-47-9. Econazole sulfosalicylate has also been used. Multi-ingredient: Spain: Dermisdin†. ATC — D01AC03; G01AF05. ATC Vet — QD01AC03; QG01AF05. Preparations BP 2008: Econazole Cream; Econazole Pessaries. Proprietary Preparations (details are given in Part 3) Fenticonazole Nitrate (BANM, USAN, rINNM) N Arg.: Dermocitran; Micocide; Micofitex†; Micolis; Micotex; Novo Parami- Fenticonazole, nitrate de; Fenticonazoli nitras; Fentikonatsolini- con; Sinamida Econazol; Austral.: Dermazole; Pevaryl; Austria: Gyno-Pe- traatti; Fentikonazolnitrat; Fentikonazol-nitrát; Fentikonazolo ni- Cl varyl; Pevaryl; Belg.: Gyno-Pevaryl; Pevaryl; Braz.: Dermazol; Micostyl; Ca- N nad.: Ecostatin; Chile: Micolis; Cz.: Gyno-Pevaryl; Pevaryl; Denm.: Pevaryl; tratas; Nitrato de fenticonazol; Rec-15/1476. (±)-1-[2,4-Dichlo- Fin.: Pevaryl; Fr.: Dermazol; Fongeryl; Gyno-Pevaryl; Mycoapaisyl; Pevaryl; ro-β-{[p-(phenylthio)benzyl]oxy}phenethyl]imidazole mononi- Cl Ger.: Epi-Pevaryl; Epi-Pevaryl Pv; Gyno-Pevaryl; Gr.: Bismultin; Mycobacter; Nectarmicin†; Penicomb; Pevaryl; Unifungin; Hong Kong: Dermazole†; trate. Econite; Ecosone; Gyno-Pevaryl†; Heads Shampoo; Pevaryl†; Hung.: Фентиконазола Нитрат O Cl Gyno-Pevaryl; Pevaryl; India: Ecanol; Irl.: Ecostatin; Gyno-Pevaryl; Pevaryl†; Israel: Gyno-Pevaryl; Pevaryl; Ital.: Chemionazolo†; Dermazol†; Eccel- C24H20Cl2N2OS,HNO3 = 518.4. ium†; Eco Mi; Ecodergin; Ecorex; Ecosteril; Ganazolo; Ifenec; Micos; Pevaryl; CAS — 72479-26-6 (fenticonazole); 73151-29-8 (fentico- Polinazolo; Malaysia: Ecoderm†; Gyno-Pevaryl; Pevaryl†; Zoliderm†; Pharmacopoeias. In Eur. (see p.vii). Mex.: Micostyl; Pevaryl; Neth.: Pevaryl; Norw.: Pevaryl; NZ: Dermazole†; nazole nitrate). Ph. Eur. 6.2 (Econazole). A white or almost white powder. M.p. Ecreme; Gyno-Pevaryl†; Pevaryl; Philipp.: Pevaryl; Pol.: Gyno-Pevaryl; Pe- ATC — D01AC12; G01AF12. 88° to 92°. Practically insoluble in water; very soluble in alcohol varyl; Pevazol; Port.: Gyno-Pevaryl; Pevaryl; Rus.: Ecalin (Экалин); Ecodax (Экодакс); Ecomikole (Экомикол)†; Gyno-Pevaryl (Гино-Певарил); Ifenec ATC Vet — QD01AC12; QG01AF12. and in dichloromethane. Protect from light. (Ифенек); S.Afr.: Ecoderm; Econal-C; Gyno-Pevaryl; Pevaryl; Singapore: Dermazole†; Gyno-Pevaryl; Pevaryl†; Spain: Ecotam; Gyno-Pevaryl; Mi- coespec; Pevaryl; Swed.: Pevaryl; Switz.: Gyno-Pevaryl; Pevaryl; Sebolith; Cl Cl S Econazole Nitrate (BANM, USAN, rINNM) Thai.: Econ; UK: Ecostatin; Gyno-Pevaryl; Pevaryl; USA: Spectazole; Ven- C-C2470; Éconazole, nitrate d’; Econazoli nitras; Ekonatsolini- ez.: Gyno-Pevaryl; Gynomiconax†; Miconax; Mizol†; Pevaryl. traatti; Ekonazolnitrat; Ekonazol-nitrát; Ekonazolo nitratas; Nitra- Multi-ingredient: Arg.: Diflunazol†; Filoderma Plus; Griseocrem; Griseo- O β plus; Novo Bacticort Complex†; Austria: Pevaryl; Pevisone; Belg.: Pevi- to de econazol; R-14827; SQ-13050. (±)-1-[2,4-Dichloro- -(4- sone; Denm.: Pevisone; Fin.: Pevisone; Fr.: Pevisone; Ger.: Epi-Pevaryl chlorobenzyloxy)phenethyl]imidazole nitrate. Heilpaste†; Epipevisone; Gr.: Pevison; Hong Kong: Pevisone; Triconazole; India: Cobederm-H; Ecodax†; Israel: Pevisone; Ital.: Pevisone; Malaysia: N Эконазола Нитрат Ecocort; Econazine; Pevisone†; Norw.: Pevisone; Philipp.: Nizolex; Pevaryl C18H15Cl3N2O,HNO3 = 444.7. HP; Pevisone; Pol.: Pevisone; Port.: Pevisone; S.Afr.: Pevisone; Singapore: N CAS — 24169-02-6 (econazole nitrate); 68797-31-9 Ecocort; Econazine; Pevisone†; Swed.: Pevisone; Switz.: Pevaryl; Pevisone; ((±)-econazole nitrate). Thai.: Ecocort; Ecoderm; Pevisone†; Tricozole; UK: Econacort. (fenticonazole) ATC — D01AC03; G01AF05. ATC Vet — QD01AC03; QG01AF05. Pharmacopoeias. In Eur. (see p.vii). Pharmacopoeias. In Chin., Eur. (see p.vii), and US. Enilconazole (BAN, USAN, rINN) Ph. Eur. 6.2 (Fenticonazole Nitrate). A white or almost white, Ph. Eur. 6.2 (Econazole Nitrate). A white or almost white crys- Enilconazol; Énilconazole; Enilconazolum; Enilkonatsoli; Enilkona- crystalline powder. Practically insoluble in water; sparingly sol- talline powder. Very slightly soluble in water; slightly soluble in zol; R-23979. (±)-1-(β-Allyloxy-2,4-dichlorophenethyl)imidazole. uble in dehydrated alcohol; freely soluble in dimethylformamide alcohol; sparingly soluble in dichloromethane; soluble in methyl and in methyl alcohol. Protect from light. Энилконазол alcohol. Protect from light. USP 31 (Econazole Nitrate). A white or practically white, crys- C14H14Cl2N2O = 297.2. Adverse Effects and Precautions talline powder, with not more than a slight odour. Very slightly CAS — 35554-44-0. Burning and itching have been reported after the application of soluble in water and in ether; slightly soluble in alcohol; sparing- ATC Vet — QD01AC90. fenticonazole nitrate. ly soluble in chloroform; soluble in methyl alcohol. Protect from Intravaginal preparations of fenticonazole may damage latex light. contraceptives and additional contraceptive measures are there- Cl fore necessary during local application. Adverse Effects and Precautions For a discussion of the caution needed when using azole antifungals during pregnancy, see under Pregnancy in Precautions of Local reactions including burning and irritation may Cl occur when econazole nitrate is applied topically. Con- Fluconazole, p.532. tact dermatitis has been reported rarely. Antimicrobial Action H2C Fenticonazole is an imidazole antifungal active against a range of Intravaginal preparations of econazole may damage la- O organisms including dermatophyte pathogens, Malassezia furfur, tex contraceptives and additional contraceptive meas- N and Candida albicans. ures are therefore necessary during local application. Uses and Administration For a discussion of the caution needed when using N Fenticonazole is an imidazole antifungal used locally as the ni- azole antifungals during pregnancy, see under Preg- trate in the treatment of vulvovaginal candidiasis (p.518). A 200- nancy in Precautions of Fluconazole, p.532. Pharmacopoeias. In Eur. (see p.vii) for veterinary use only. mg pessary is inserted into the vagina at bedtime for 3 nights or Ph. Eur. 6.2 (Enilconazole for Veterinary Use; Enilconazole a 600-mg pessary is inserted once only at bedtime. Fenticonazole Porphyria. Econazole nitrate has been associated with acute at- BP(Vet) 2008). A clear, yellowish, oily liquid or solid mass. Very nitrate is also applied topically as a 2% cream or solution for the tacks of porphyria and is considered unsafe in porphyric patients. slightly soluble in water; freely soluble in alcohol, in methyl al- treatment of fungal skin infections. cohol, and in toluene. Store in airtight containers. Protect from Preparations Antimicrobial Action light. Econazole is an imidazole antifungal with antimicrobi- Proprietary Preparations (details are given in Part 3) Profile Arg.: Lomexin†; Austria: Lomexin; Braz.: Fentizol; Lomexin; Cz.: Lomex- al activity similar to that of ketoconazole (p.539). Enilconazole is an imidazole antifungal used topically in veteri- in; Fr.: Lomexin; Terlomexin; Ger.: Fenizolan; Lomexin; Gr.: Lomexin; nary medicine for the treatment of fungal skin infections in cattle, Hung.: Gynoxin; Ital.: Falvin; Fentiderm†; Fentigyn†; Lomexin; Mex.: Lomexin; Neth.: Gynoxin; Pol.: Gynoxin; Port.: Lomexin; S.Afr.: Lomex- Pharmacokinetics horses, and dogs. It is also used by inhalation for the treatment of in†; Singapore: Lomexin†; Spain: Laurimic; Lomexin; Micofulvin; Switz.: Absorption is not significant when econazole nitrate is aspergillosis in ostriches. Mycodermil; Turk.: Gyno-Lomexin; UK: Lomexin†; Venez.: Mycofentin. applied to the skin or vagina. The symbol † denotes a preparation no longer actively marketed The symbol ⊗ denotes a substance whose use may be restricted in certain sports (see p.vii)