Clioquinol, Metal chelator and ionophore

Key facts

CAS number

130-26-7

Purity

>97%

Form

Solid

form

Molecular weight

305.5 Da

Molecular formula

C₉H₅ClINO

PubChem

2788

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Clioquinol

Biological description

Metal chelator and ionophore with beneficial effects in animal models of neurodegenerative diseases (Alzheimer's, Parkinson's and Huntington's disease). Effects on Alzheimer's disease attributed to copper and zinc chelation or increased level of a metalloprotease. Other actions reported including iron chelation, inhibition of Huntington expression from its mRNA, proteasome inhibition when complexed with copper, and stimulation of tumor necrosis factor-α secretion. Also inhibitor of CLK-1/MCLK1 (an aging-associated protein).

Canonical smiles

C1=CC2=C(C(=C(C=C2Cl)I)O)N=C1

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

IUPAC Name

5-chloro-7-iodoquinolin-8-ol