CHEBI:59477 - chloroxine

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ChEBI Name chloroxine
ChEBI ID CHEBI:59477
Definition A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 have been substituted by chlorine. A synthetic antibacterial prepared by chlorination of quinolin-8-ol, it is used for the treatment of dandruff and seborrhoeic dermatitis of the scalp.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H5Cl2NO
Net Charge 0
Average Mass 214.04800
Monoisotopic Mass 212.97482
InChI InChI=1S/C9H5Cl2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
InChIKey WDFKMLRRRCGAKS-UHFFFAOYSA-N
SMILES Oc1c(Cl)cc(Cl)c2cccnc12
Roles Classification
Biological Role(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
Application(s): antifungal drug
Any antifungal agent used to prevent or treat fungal infections in humans or animals.
antiseborrheic
A drug or agent applied to the skin to control seborrhea or seborrheic dermatitis.
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ChEBI Ontology
Outgoing chloroxine (CHEBI:59477) has functional parent quinolin-8-ol (CHEBI:48981)
chloroxine (CHEBI:59477) has role antibacterial agent (CHEBI:33282)
chloroxine (CHEBI:59477) has role antifungal drug (CHEBI:86327)
chloroxine (CHEBI:59477) has role antiseborrheic (CHEBI:59010)
chloroxine (CHEBI:59477) is a monohydroxyquinoline (CHEBI:38775)
chloroxine (CHEBI:59477) is a organochlorine compound (CHEBI:36683)
IUPAC Name
5,7-dichloroquinolin-8-ol
Synonyms Sources
5,7-dichlor-8-hydroxychinolin ChemIDplus
5,7-dichloro-8-hydroxyquinoline ChemIDplus
5,7-dichloro-8-oxyquinoline NIST Chemistry WebBook
5,7-dichloro-8-quinolinol NIST Chemistry WebBook
5,7-dichlorooxine ChemIDplus
5,7-dichloroxine NIST Chemistry WebBook
CHQ DrugBank
Manual Xrefs Databases
611 DrugCentral
Chloroxine Wikipedia
D03472 KEGG DRUG
DB01243 DrugBank
LSM-2371 LINCS
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Registry Numbers Types Sources
153606 Reaxys Registry Number Reaxys
153606 Beilstein Registry Number Beilstein
773-76-2 CAS Registry Number NIST Chemistry WebBook
773-76-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18963921 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
443855 PubMed citation Europe PMC
Last Modified
14 June 2017