Fenticonazole

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{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 447916794 | IUPAC_name = 1-[2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)phenyl]methoxy}ethyl]-1H-imidazole | image =Fenticonazole.png

| tradename = | Drugs.com = International Drug Names | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = prescription | routes_of_administration = ovule, spray, cream

| bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion =

| CAS_number_Ref =  ☑Y | CAS_number = 72479-26-6 | ATC_prefix = D01 | ATC_suffix = AC12 | ATC_supplemental = G01AF12 (WHO) | PubChem = 51755 | DrugBank_Ref =  ☑Y | DrugBank = | UNII_Ref =  ☑Y | UNII = QG05NRB077 | KEGG_Ref =  ☑Y | KEGG = D02582 | ChEBI_Ref =  ☒N | ChEBI = 82863 | ChemSpiderID_Ref =  ☒N | ChemSpiderID = 46840

| C=24 | H=20 | Cl=2 | N=2 | O=1 | S=1 | molecular_weight = 455.4 g/mol | smiles = c1ccc(cc1)Sc2ccc(cc2)COC(Cn3ccnc3)c4ccc(cc4Cl)Cl | InChI = 1/C24H20Cl2N2OS/c25-19-8-11-22(23(26)14-19)24(15-28-13-12-27-17-28)29-16-18-6-9-21(10-7-18)30-20-4-2-1-3-5-20/h1-14,17,24H,15-16H2 | InChIKey = ZCJYUTQZBAIHBS-UHFFFAOYAE | StdInChI_Ref =  ☒N | StdInChI = 1S/C24H20Cl2N2OS/c25-19-8-11-22(23(26)14-19)24(15-28-13-12-27-17-28)29-16-18-6-9-21(10-7-18)30-20-4-2-1-3-5-20/h1-14,17,24H,15-16H2 | StdInChIKey_Ref =  ☒N | StdInChIKey = ZCJYUTQZBAIHBS-UHFFFAOYSA-N

}}

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Fenticonazole is an azole antifungal drug, used locally as the nitrate in the treatment of vulvovaginal candidiasis. It is active against a range of organisms including dermatophyte pathogens, Malassezia furfur, and Candida albicans.

Uses and administration

A 200-mg pessary is inserted into the vagina at bedtime for 3 nights or a 600-mg pessary is inserted once only at bedtime. Fenticonazole nitrate is also applied topically as a 2% cream or solution for the treatment of fungal skin infections.

Adverse effects

Burning and itching have been reported after the application of fenticonazole nitrate.

Intravaginal preparations of fenticonazole may damage latex contraceptives and additional contraceptive measures are therefore necessary during local administration.

References

  • The Merck Index, 12th Edition. 4047

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