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5-chloro-7-iodoquinolin-8-ol (CHEBI:74460)

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ChEBI Name 5-chloro-7-iodoquinolin-8-ol
ChEBI ID CHEBI:74460
Definition A monohydroxyquinoline that is quinolin-8-ol in which the hydrogens at positions 5 and 7 are replaced by chlorine and iodine, respectively. It has antibacterial and atifungal properties, and is used in creams for the treatment of skin infections. It has also been investigated as a chelator of copper and zinc ions for the possible treatment of Alzheimer's disease.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula Source
C9H5ClINO ChEBI
Net Charge 0
Average Mass 305.50000
InChI
InChI=1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
InChIKey
QCDFBFJGMNKBDO-UHFFFAOYSA-N
SMILES
Oc1c(I)cc(Cl)c2cccnc12
Roles Classification
Chemical Role(s): chelator
A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
antibacterial agent
A substance that kills or slows the growth of bacteria.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
Application(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. Antifungal agents differ from industrial fungicides in that they defend against fungi present in human or animal tissues.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antibiotic
A substance that is biostatic or biocidal at low concentrations towards bacteria, yeasts, moulds, or other form of life, especially pathogenic or noxious organisms. Although the term was originally restricted to substances produced by microorganisms, its use was later expanded to include derivatives of such substances and it is now commonly used to include entirely synthetic compounds.
antibacterial agent
A substance that kills or slows the growth of bacteria.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing 5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antibacterial agent (CHEBI:33282)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antibiotic (CHEBI:22582)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antifungal agent (CHEBI:35718)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antineoplastic agent (CHEBI:35610)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antiprotozoal drug (CHEBI:35820)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role chelator (CHEBI:38161)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) is a monohydroxyquinoline (CHEBI:38775)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) is a organochlorine compound (CHEBI:36683)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) is a organoiodine compound (CHEBI:37142)
IUPAC Name
5-chloro-7-iodoquinolin-8-ol
INNs Sources
clioquinol WHO MedNet
clioquinol WHO MedNet
clioquinol ChemIDplus
clioquinolum ChemIDplus
Synonyms Sources
5-Chlor-7-jod-8-hydroxy-chinolin ChemIDplus
5-chloro-7-iodo-8-hydroxyquinoline ChemIDplus
5-chloro-7-iodo-8-quinolinol ChemIDplus
5-chloro-8-hydroxy-7-iodoquinoline ChemIDplus
7-iodo-5-chloro-8-hydroxyquinoline ChemIDplus
7-iodo-5-chloroxine ChemIDplus
chloroiodoquin ChemIDplus
iodochlorhydroxyquinoline ChemIDplus
iodochlorohydroxyquin ChemIDplus
iodochloroxyquinoline ChemIDplus
Database Links Databases
Clioquinol Wikipedia
CQL PDBeChem
D03538 KEGG DRUG
DB04815 DrugBank
DE117767 Patent
US641491 Patent
View more database links
Registry Numbers Types Sources
130-26-7 CAS Registry Number NIST Chemistry WebBook
130-26-7 CAS Registry Number ChemIDplus
153637 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15074181 PubMed citation CiteXplore
15651505 PubMed citation CiteXplore
16087879 PubMed citation CiteXplore
185949 PubMed citation CiteXplore
20651355 PubMed citation CiteXplore
21080020 PubMed citation CiteXplore
21199452 PubMed citation CiteXplore
21247386 PubMed citation CiteXplore
21426304 PubMed citation CiteXplore
21899946 PubMed citation CiteXplore
22248233 PubMed citation CiteXplore
22269164 PubMed citation CiteXplore
22627294 PubMed citation CiteXplore
226725 PubMed citation CiteXplore
23044228 PubMed citation CiteXplore
23360710 PubMed citation CiteXplore
23627708 PubMed citation CiteXplore
Last Modified
05 August 2013

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