Misplaced Pages

Fenticonazole

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Chemical compound Pharmaceutical compound
Fenticonazole
Clinical data
Trade namesLomexin, Gynoxin
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Topical (ovule, spray, cream)
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: Not approved
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • 1-methoxy}ethyl]-1H-imidazole
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H20Cl2N2OS
Molar mass455.40 g·mol
3D model (JSmol)
SMILES
  • c1ccc(cc1)Sc2ccc(cc2)COC(Cn3ccnc3)c4ccc(cc4Cl)Cl
InChI
  • InChI=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
  • Key:ZCJYUTQZBAIHBS-UHFFFAOYSA-N
  (what is this?)  (verify)

Fenticonazole is an imidazole 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. Fenticonazole has also been shown to exhibit antibacterial action, with a spectrum of activity that includes bacteria commonly associated with superinfected fungal skin and vaginal infections, and antiparasitic action against the protozoan Trichomonas vaginalis.

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. The fenticonazole nitrate vaginal capsule is not greasy, does not soil and can easily be removed with water. Fenticonazole nitrate can also be applied topically as a 2% cream or solution for the treatment of fungal skin infections.

Pregnancy and lactation

Oral administration of fenticonazole in rats has been reported to produce prolonged gestation and embryotoxic effects after doses above 40 mg/kg/day. Fenticonazole does not interfere with the function of male and female gonads and does not modify the first phases of reproduction. Fenticonazole has shown no teratogenic effects in rats and rabbits. Fenticonazole or its metabolites cross the placental barrier in pregnant rats and rabbits after vaginal application and are excreted in milk of lactating rats. Since there is no experience of use during pregnancy or lactation, fenticonazole nitrate vaginal capsules should not be used unless the physician considers if essential to the welfare of the patient.

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

  1. Veraldi S, Milani R (2008). "Topical fenticonazole in dermatology and gynaecology: current role in therapy". Drugs. 68 (15): 2183–2194. doi:10.2165/00003495-200868150-00007. PMID 18840006. S2CID 46971075.
  2. ^ Stewart M (20 October 2020). Dajani S (ed.). "Fenticonazole for vaginal thrush". Patient. Egton Medical Information Systems Limited.

Further reading

  • Budavari S, O'Neil M, Smith A, Heckelman P, Obenchain J (1996). The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.). Whitehouse Station, NJ: Merck. ISBN 978-0-911910-12-4. 4047.
Antifungals (D01 and J02)
Wall/
membrane
Ergosterol
inhibitors
Azoles (lanosterol 14α-
demethylase
inhibitors)
Imidazoles
  • Systemic: ketoconazole
Triazoles
Thiazoles
Polyene antimycotics
(ergosterol binding)
Squalene monooxygenase
inhibitors
Allylamines
Benzylamines
Others
β-glucan synthase
inhibitors
Intracellular
Pyrimidine analogues/
thymidylate synthase inhibitors
Mitotic inhibitors
Aminoacyl tRNA synthetase inhibitors
Others
Gynecological anti-infectives and antiseptics (G01)
Antibiotics
Arsenic compounds
Quinoline derivatives
Organic acids
Sulfonamides
Antifungals
Imidazoles
Triazoles
Polyenes
Other
Other
Categories: