CHEBI:6923 - miconazole

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ChEBI Name miconazole
ChEBI ID CHEBI:6923
Definition A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:108917
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Roles Classification
Biological Role(s): ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
glucocorticoid receptor antagonist
An antagonist that binds to and deactivates glucocorticoid receptors.
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 )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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 miconazole (CHEBI:6923) has part (R)-miconazole (CHEBI:82894)
miconazole (CHEBI:6923) has part (S)-miconazole (CHEBI:82897)
miconazole (CHEBI:6923) has role antineoplastic agent (CHEBI:35610)
miconazole (CHEBI:6923) has role ergosterol biosynthesis inhibitor (CHEBI:75282)
miconazole (CHEBI:6923) has role glucocorticoid receptor antagonist (CHEBI:82891)
miconazole (CHEBI:6923) is a conazole antifungal drug (CHEBI:87071)
miconazole (CHEBI:6923) is a imidazole antifungal drug (CHEBI:87069)
miconazole (CHEBI:6923) is a racemate (CHEBI:60911)
Incoming miconazole nitrate (CHEBI:6924) has part miconazole (CHEBI:6923)
IUPAC Name
rac-1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole
Synonyms Sources
(±)-miconazole ChEBI
(RS)-miconazole ChEBI
1-(2,4-Dichloro-beta-((2,4-dichlorobenzyl)oxy)phenethyl)imidazole ChemIDplus
1-[2-(2,4-Dichloro-benzyloxy)-2-(2,4-dichloro-phenyl)-ethyl]-1H-imidazole ChEMBL
Daktarin IV ChemIDplus
Miconazole KEGG DRUG
Monistat IV (TN) KEGG DRUG
rac-miconazole ChEBI
Database Links Databases
D00416 KEGG DRUG
DB01110 DrugBank
Miconazole Wikipedia
View more database links
Registry Numbers Types Sources
22916-47-8 CAS Registry Number KEGG DRUG
22916-47-8 CAS Registry Number ChemIDplus
965511 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017