National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Clioquinol

Synonyms

5-Chloro-7-iodo-8-hydroxyquinoline

Iodochlorohydroxyquinoline

5-Chloro-7-iodo-quinolin-8-ol

AI3-16451

CLIOQUINOL

Clioquinol

Mycoquin

Definitions

An orally bioavailable, lipophilic, copper-binding, halogenated 8-hydroxyquinoline with antifungal, antiparasitic and potential antitumor activities. Clioquinol forms a stable chelate with copper (copper (II) ions), which inhibits the chymotrypsin-like activity of the proteasome; consequently, ubiquitinated proteins may accumulate in tumor cells, followed by tumor cell apoptosis and the inhibition of tumor angiogenesis. In addition, the clioquinol-copper complex appears to decrease the expression of androgen receptors (AR) in human copper-enriched prostate cancer cells. Serum levels of copper are often elevated in patients with cancer; copper chelation may inhibit copper-dependent endothelial cell proliferation and tumor secretion of angiogenic factors.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C65337

CAS_Registry

130-26-7

Chemical_Formula

C9H5ClINO

code

C65337

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C176424

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157711

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157712

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C128784

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C177537

Contributing_Source

FDA

GDC

DEFINITION

An orally bioavailable, lipophilic, copper-binding, halogenated 8-hydroxyquinoline with antifungal, antiparasitic and potential antitumor activities. Clioquinol forms a stable chelate with copper (copper (II) ions), which inhibits the chymotrypsin-like activity of the proteasome; consequently, ubiquitinated proteins may accumulate in tumor cells, followed by tumor cell apoptosis and the inhibition of tumor angiogenesis. In addition, the clioquinol-copper complex appears to decrease the expression of androgen receptors (AR) in human copper-enriched prostate cancer cells. Serum levels of copper are often elevated in patients with cancer; copper chelation may inhibit copper-dependent endothelial cell proliferation and tumor secretion of angiogenic factors.

FDA_UNII_Code

7BHQ856EJ5

FULL_SYN

5-Chloro-7-iodo-8-hydroxyquinoline

Iodochlorohydroxyquinoline

5-Chloro-7-iodo-quinolin-8-ol

AI3-16451

CLIOQUINOL

Clioquinol

Mycoquin

Is_Value_For_GDC_Property

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1909

label

Clioquinol

Legacy Concept Name

Clioquinol

Maps_To

Clioquinol

NCI_Drug_Dictionary_ID

653982

NSC Number

3531

PDQ_Closed_Trial_Search_ID

653982

PDQ_Open_Trial_Search_ID

653982

Preferred_Name

Clioquinol

prefixIRI

Thesaurus:C65337

Semantic_Type

Pharmacologic Substance

UMLS_CUI

C0021978

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1742

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C254

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http://phenomebrowser.net/ontologies/mesh/mesh.owl#D007464 RH-MESH LOOM
http://purl.bioontology.org/ontology/ATC/D08AH30 ATC LOOM
http://purl.bioontology.org/ontology/RXNORM/5942 RXNORM LOOM
http://purl.obolibrary.org/obo/CHEBI_74460 DRON LOOM
http://purl.bioontology.org/ontology/NDDF/002874 NDDF LOOM
http://purl.bioontology.org/ontology/SNMI/C-90A60 SNMI LOOM
http://purl.bioontology.org/ontology/ATC/D09AA10 ATC LOOM
http://purl.obolibrary.org/obo/MESH_D007464 BERO LOOM
http://phenomebrowser.net/ontologies/mesh/mesh.owl#D03.438.810.350.625.400 RH-MESH LOOM
http://purl.bioontology.org/ontology/PDQ/CDR0000653982 PDQ LOOM
http://www.co-ode.org/ontologies/galen#Clioquinol GALEN LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#C0021978 OCHV LOOM
https://go.drugbank.com/drugs/DB04815 MDM LOOM
http://purl.bioontology.org/ontology/VANDF/4018572 VANDF LOOM
http://www.phoc.org.cn/pmo/class/PMO_00017898 PMAPP-PMO LOOM
http://purl.obolibrary.org/obo/NCIT_C65337 BERO LOOM
http://purl.bioontology.org/ontology/MESH/D007464 MESH LOOM
http://purl.obolibrary.org/obo/OMIT_0008580 OMIT LOOM
http://purl.bioontology.org/ontology/NDFRT/N0000146888 NDFRT LOOM
http://sbmi.uth.tmc.edu/ontology/ochv#6900 OCHV LOOM
http://purl.bioontology.org/ontology/ATC/G01AC02 ATC LOOM
http://purl.bioontology.org/ontology/SNOMEDCT/387291001 SNOMEDCT LOOM
http://purl.jp/bio/4/id/200906087740920574 IOBC LOOM
http://purl.bioontology.org/ontology/ATC/S02AA05 ATC LOOM
http://purl.bioontology.org/ontology/ATC/P01AA02 ATC LOOM
http://purl.obolibrary.org/obo/DRON_00015584 PDRO LOOM