CHEBI:7825 - oxiconazole

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ChEBI Name oxiconazole
ChEBI ID CHEBI:7825
Definition An oxime O-ether that is the 2,4-dichlorobenzyl ether of the oxime obtained by formal condensation of hydroxylamine with the carbonyl group of acetopnenone in which the phenyl group is substituted by chlorines at positions 2 and 4, and in which one of the hydrogens of the methyl group is replaced by a 1H-imidazol-1-yl group. An antifungal agent, it is used (generally as the nitrate salt) in creams and powders for the topical treatment of fungal skin infections.
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Formula C18H13Cl4N3O
Net Charge 0
Average Mass 429.12700
Monoisotopic Mass 426.981
InChI InChI=1S/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18+
InChIKey QRJJEGAJXVEBNE-HKOYGPOVSA-N
SMILES Clc1ccc(CO\N=C(/Cn2ccnc2)c2ccc(Cl)cc2Cl)c(Cl)c1
Roles Classification
Biological Role(s): 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): antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
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 oxiconazole (CHEBI:7825) has role antiinfective agent (CHEBI:35441)
oxiconazole (CHEBI:7825) is a conazole antifungal drug (CHEBI:87071)
oxiconazole (CHEBI:7825) is a dichlorobenzene (CHEBI:23697)
oxiconazole (CHEBI:7825) is a imidazole antifungal drug (CHEBI:87069)
oxiconazole (CHEBI:7825) is a imidazoles (CHEBI:24780)
oxiconazole (CHEBI:7825) is a oxime O-ether (CHEBI:36816)
oxiconazole (CHEBI:7825) is conjugate base of oxiconazole(1+) (CHEBI:77698)
Incoming oxiconazole(1+) (CHEBI:77698) is conjugate acid of oxiconazole (CHEBI:7825)
IUPAC Name
(1Z)-N-[(2,4-dichlorobenzyl)oxy]-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanimine
INNs Sources
oxiconazol WHO MedNet
oxiconazole WHO MedNet
oxiconazole WHO MedNet
oxiconazolum WHO MedNet
Synonyms Sources
2',4'-Dichloro-2-imidazol-1-ylacetophenone (Z)-[O-(2,4-dichlorobenzyl)oxime] ChemIDplus
Ro 13-8996 ChemIDplus
Manual Xrefs Databases
3408 DrugCentral
C08074 KEGG COMPOUND
D08313 KEGG DRUG
DB00239 DrugBank
HMDB0014384 HMDB
Oxiconazole Wikipedia
US4550175 Patent
View more database links
Registry Numbers Types Sources
6004213 Reaxys Registry Number Reaxys
64211-45-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15797782 PubMed citation Europe PMC
2029718 PubMed citation Europe PMC
22569007 PubMed citation Europe PMC
23482479 PubMed citation Europe PMC
2793313 PubMed citation Europe PMC
7037014 PubMed citation Europe PMC
Last Modified
22 February 2017