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Clioquinol

VETRANAL®, analytical standard

Synonyme(s) :

Clioquinol, Iodochlorhydroxyquine

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About This Item

Formule empirique (notation de Hill):
C9H5ClINO
Numéro CAS:
130-26-7
Poids moléculaire :
305.50
Numéro Beilstein :
153637
Numéro CE :
204-984-4
Numéro MDL:
MFCD00006787
Code UNSPSC :
41116107
ID de substance PubChem :
329754701
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Gamme de produits

VETRANAL®

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

forensics and toxicology
pharmaceutical (small molecule)

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

Oc1c(I)cc(Cl)c2cccnc12

InChI

1S/C9H5ClINO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H

Clé InChI

QCDFBFJGMNKBDO-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Clioquinol is a 8-hydroxyquinoline derivative, which comes under the category of allergens and finds potential applications as an anti-infective agent for diarrhoea. It can be used like a chelator in the treatment of alzheimer′s disease, since it has good affinity towards zinc and copper ions and can easily cross the blood-brain barrier.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Produits recommandés

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Informations légales

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

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H315,H317,H319

Classification des risques

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL6289
BCCH8158
BCBW1927
SZBD238XV
SZBA221XV

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Les clients ont également consulté

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Chloroquine phosphate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1258

Chloroquine phosphate

Chloroquine diphosphate salt powder or crystals, 98.5-101.0% (EP)

Sigma-Aldrich

C6628

Chloroquine diphosphate salt

8-Quinolinol ACS reagent, 98.5%

Sigma-Aldrich

252565

8-Quinolinol

Clioquinol, a drug for Alzheimer's disease specifically interfering with brain metal metabolism: structural characterization of its zinc (II) and copper (II) complexes
Vaira DM, et al
Inorganic Chemistry, 43, 3795-3379 (2004)
Treatment of Alzheimer?s disease with clioquinol
Regland B, et al.
Dementia and Geriatric Cognitive Disorders, 12, 408-414 (2001)
A D Schimmer
Current cancer drug targets, 11(3), 325-331 (2011-01-21)
Clioquinol (5-chloro-7-iodo-quinolin-8-ol) was used in the 1950's-1970's as an oral anti-parasitic agent. More recently, studies have demonstrated that Clioquinol displays preclinical efficacy in the treatment of malignancy. Its anti-cancer activity relates, at least in part, to its ability to inhibit
Aaron D Schimmer et al.
Clinical lymphoma, myeloma & leukemia, 12(5), 330-336 (2012-06-12)
Clioquinol is a small-molecule metal ionophore that inhibits the proteasome through a metal-dependent mechanism. Here, we report a phase I study of clioquinol in patients with refractory hematologic malignancies. Neuropathy and abdominal pain were dose-limiting toxicities. Minimal pharmacodynamic effects were
Kouichi Yoshinari et al.
Toxicology letters, 206(2), 229-233 (2011-08-09)
Clioquinol, originally marketed as an oral intestinal amebicide, was widely used for multiple intestinal disorders. Its use as an oral agent was, however, discontinued because of its possible association with subacute myelo-optico-neuropathy or SMON. Meanwhile, its use for neurodegenerative diseases
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