CHEBI:83606 - fenticonazole nitrate

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ChEBI Name fenticonazole nitrate
ChEBI ID CHEBI:83606
Definition A racemate comprising equimolar amounts of (R)- and (S)-fenticonazole nitrate. Used for the treatment of vaginal candidiasis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB22657057, ChemicalBook:CB12566507, eMolecules:26937692, ZINC000013514412
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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.
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Formula C24H21Cl2N3O4S
Net Charge 0
Average Mass 518.41200
Monoisotopic Mass 517.06298
InChI InChI=1S/C24H20Cl2N2OS.HNO3/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;2-1(3)4/h1-14,17,24H,15-16H2;(H,2,3,4)
InChIKey FJNRUWDGCVDXLU-UHFFFAOYSA-N
SMILES O[N+]([O-])=O.Clc1ccc(C(Cn2ccnc2)OCc2ccc(Sc3ccccc3)cc2)c(Cl)c1
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via imidazole antifungal drug )
(via conazole antifungal drug )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via imidazole antifungal agent )
(via conazole antifungal agent )
ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via imidazole antifungal drug )
(via conazole antifungal drug )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fenticonazole nitrate (CHEBI:83606) has part (R)-fenticonazole nitrate (CHEBI:83608)
fenticonazole nitrate (CHEBI:83606) has part (S)-fenticonazole nitrate (CHEBI:83607)
fenticonazole nitrate (CHEBI:83606) has role antibacterial drug (CHEBI:36047)
fenticonazole nitrate (CHEBI:83606) is a conazole antifungal drug (CHEBI:87071)
fenticonazole nitrate (CHEBI:83606) is a imidazole antifungal drug (CHEBI:87069)
fenticonazole nitrate (CHEBI:83606) is a racemate (CHEBI:60911)
IUPAC Name
rac-1-[2-(2,4-dichlorophenyl)-2-{[4-(phenylsulfanyl)benzyl]oxy}ethyl]-1H-imidazole nitrate
Synonyms Sources
(+-)-1-(2,4-Dichloro-beta-((p-(phenylthio)benzyl)oxy)phenethyl)imidazole mononitrate ChemIDplus
alpha-(2,4-Dichlorophenyl)-beta,N-imidazolylethyl-4-phenylthiobenzyl ether nitrate ChemIDplus
fenticonazole mononitrate ChEBI
Brand Name Source
Lomexin KEGG DRUG
Manual Xrefs Databases
CN101288661 Patent
CN101313904 Patent
CN101474168 Patent
CN101863808 Patent
D02583 KEGG DRUG
Fenticonazole Wikipedia
View more database links
Registry Numbers Types Sources
6564060 Reaxys Registry Number Reaxys
73151-29-8 CAS Registry Number ChemIDplus
73151-29-8 CAS Registry Number KEGG DRUG
Citations Types Sources
12017948 PubMed citation Europe PMC
15216954 PubMed citation Europe PMC
2019858 PubMed citation Europe PMC
8704823 PubMed citation Europe PMC
9273113 PubMed citation Europe PMC
Last Modified
23 July 2015