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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C9H5ClINO
Net Charge 0
Average Mass 305.50000
Monoisotopic Mass 304.91044
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): copper chelator
A chelator that is any compound containing a ligand (typically organic) which is able to form a bond to a central copper atom at two or more points.
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 (or active part thereof) 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.
View more via 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 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) has role copper chelator (CHEBI:166831)
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
Manual Xrefs Databases
681 DrugCentral
Clioquinol Wikipedia
CQL PDBeChem
D03538 KEGG DRUG
DB04815 DrugBank
DE117767 Patent
LSM-2186 LINCS
US641491 Patent
View more database links
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
15074181 PubMed citation Europe PMC
15651505 PubMed citation Europe PMC
16087879 PubMed citation Europe PMC
185949 PubMed citation Europe PMC
20651355 PubMed citation Europe PMC
21080020 PubMed citation Europe PMC
21199452 PubMed citation Europe PMC
21247386 PubMed citation Europe PMC
21426304 PubMed citation Europe PMC
21899946 PubMed citation Europe PMC
22248233 PubMed citation Europe PMC
22269164 PubMed citation Europe PMC
22627294 PubMed citation Europe PMC
226725 PubMed citation Europe PMC
23044228 PubMed citation Europe PMC
23360710 PubMed citation Europe PMC
23627708 PubMed citation Europe PMC
Last Modified
12 November 2020