233165

Clioquinol

A metal ion chelator that crosses the blood brain barrier and acts as a neurotoxic antibiotic.

• Synonym(s): Clioquinol, 5-Chloro-7-iodo-8-hydroxyquinoline
• Empirical Formula (Hill Notation): C₉H₅ClINO
• CAS Number: 130-26-7
• Molecular Weight: 305.50
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00006787
• Assay: ≥95% (HPLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Properties

• Quality Segment: 100
• description: Merck USA index - 14, 5031
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• solubility: ethanol: 1 mg/mL, methanol: 1.5 mg/mL, DMSO: 20 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: Ic1c(c2ncccc2c(c1)Cl)O
• InChI: 1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H
• InChI key: QCDFBFJGMNKBDO-UHFFFAOYSA-N

Description

General description

A metal ion chelator that crosses the blood-brain barrier and acts as a neurotoxic antibiotic. Reported to dissolve senile plaques and reduce amyloid′s ability to clump together, apparently by trapping the Cu²⁺ and Zn²⁺ that reduces the build-up of these deposits. Exhibits greater affinity for Cu²⁺ and Zn²⁺ than for Ca²⁺ and Mg²⁺. Shown to induce distal dominant axonopathy in animal models. Clioquinol treatment has been shown to be beneficial in a mouse model of Alzheimer′s disease.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Metal ion chelator

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Melov, S. 2002. Trends Neurosci.25, 121.
Regland, B., et al. 2001. Dement. Geriatr. Cogn. Disord.12, 408.
Helmuth, L., et al. 2000. Science290, 1273.
Tateishi, J., et al. 2000. Neuropathology20, Suppl: S20-4.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic & Carcinogenic / Teratogenic (G)

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H315,H317,H319
• pcodes: P261 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3