CHEBI:82866 - sertaconazole

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name sertaconazole
ChEBI ID CHEBI:82866
Definition A racemate comprising equimolar amounts of (R)- and (S)-sertaconazole. A broad spectrum antifungal with added antipruritic and anti-inflammatory activity used (as its nitrate salt) for treatment of various skin infections.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Toni Morrison
Formula C20H15Cl3N2OS
Net Charge 0
Average Mass 437.77000
Roles Classification
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor
An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of EC 1.14.13.70 (sterol 14alpha-demethylase).
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via imidazole antifungal drug )
ergosterol biosynthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of ergosterol.
(via conazole antifungal agent )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via conazole antifungal agent )
(via imidazole antifungal agent )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
antipruritic drug
A drug, usually applied topically, that relieves pruritus (itching).
non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
(via conazole antifungal drug )
(via imidazole antifungal drug )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sertaconazole (CHEBI:82866) has part (S)-sertaconazole (CHEBI:83684)
sertaconazole (CHEBI:82866) has part arasertaconazole (CHEBI:83685)
sertaconazole (CHEBI:82866) has role antibacterial drug (CHEBI:36047)
sertaconazole (CHEBI:82866) has role antipruritic drug (CHEBI:59683)
sertaconazole (CHEBI:82866) has role EC 1.14.13.70 (sterol 14α-demethylase) inhibitor (CHEBI:77884)
sertaconazole (CHEBI:82866) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
sertaconazole (CHEBI:82866) is a conazole antifungal drug (CHEBI:87071)
sertaconazole (CHEBI:82866) is a imidazole antifungal drug (CHEBI:87069)
sertaconazole (CHEBI:82866) is a racemate (CHEBI:60911)
IUPAC Name
rac-1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole
INNs Sources
sertaconazol DrugBank
sertaconazole DrugBank
sertaconazole KEGG DRUG
sertaconazolum DrugBank
Synonyms Sources
(±)-sertaconazole ChEBI
(+-)-1-(2,4-Dichloro-beta-((7-chlorobenzo(b)thien-3-yl)methoxy)phenethyl)imidazole ChemIDplus
(RS)-sertaconazole ChEBI
1-(2-((7-Chlorobenzo(b)thien-3-yl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole ChemIDplus
7-Chloro-3-(1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethoxy-methyl)benzo(b)thiophene ChemIDplus
rac-sertaconazole ChEBI
racemic sertaconazole ChEBI
Manual Xrefs Databases
D06883 KEGG DRUG
DB01153 DrugBank
HMDB0015284 HMDB
View more database links
Registry Numbers Types Sources
5385663 Reaxys Registry Number Reaxys
99592-32-2 CAS Registry Number ChemIDplus
99592-32-2 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
19925567 PubMed citation Europe PMC
20349685 PubMed citation Europe PMC
21746955 PubMed citation Europe PMC
21818511 PubMed citation Europe PMC
21968663 PubMed citation Europe PMC
23210976 PubMed citation Europe PMC
23296325 PubMed citation Europe PMC
23372210 PubMed citation Europe PMC
23441833 PubMed citation Europe PMC
23470235 PubMed citation Europe PMC
23546772 PubMed citation Europe PMC
23566144 PubMed citation Europe PMC
23715821 PubMed citation Europe PMC
23829055 PubMed citation Europe PMC
24171300 PubMed citation Europe PMC
24249897 PubMed citation Europe PMC
24249898 PubMed citation Europe PMC
24511475 PubMed citation Europe PMC
24791343 PubMed citation Europe PMC
24845480 PubMed citation Europe PMC
24881281 PubMed citation Europe PMC
24909149 PubMed citation Europe PMC
24953450 PubMed citation Europe PMC
Last Modified
22 February 2017