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

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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.
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Formula C9H5ClINO
Net Charge 0
Average Mass 305.50000
Monoisotopic Mass 304.910
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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antiprotozoal drug
Any antimicrobial drug which is used to treat or prevent protozoal infections.
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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 antifungal agent (CHEBI:35718)
5-chloro-7-iodoquinolin-8-ol (CHEBI:74460) has role antimicrobial agent (CHEBI:33281)
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
681 DrugCentral
Clioquinol Wikipedia
CQL PDBeChem
D03538 KEGG DRUG
DB04815 DrugBank
DE117767 Patent
LSM-2186 LINCS
US641491 Patent
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Registry Numbers Types Sources
130-26-7 CAS Registry Number ChemIDplus
130-26-7 CAS Registry Number NIST Chemistry WebBook
153637 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017