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33931

Supelco

Clioquinol

VETRANAL®, analytical standard

Sinónimos:

5-Chloro-7-iodo-8-quinolinol, 5-Chloro-8-hydroxy-7-iodoquinoline, Clioquinol, Iodochlorhydroxyquin

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About This Item

Fórmula empírica (notación de Hill):
C9H5ClINO
Número de CAS:
130-26-7
Peso molecular:
305.50
Beilstein:
153637
Número CE:
204-984-4
Número MDL:
MFCD00006787
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
329754701
NACRES:
NA.24

grado

analytical standard

Nivel de calidad

100

Línea del producto

VETRANAL®

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

aplicaciones

forensics and toxicology
pharmaceutical (small molecule)

Formato

neat

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

QCDFBFJGMNKBDO-UHFFFAOYSA-N

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Categorías relacionadas

Descripción general

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.

Aplicación

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

Productos recomendados

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.

Información legal

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

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301,H315,H317,H319

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCL6289
BCCH8158
BCBW1927

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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

Treatment of Alzheimer?s disease with clioquinol
Regland B, et al.
Dementia and Geriatric Cognitive Disorders, 12, 408-414 (2001)
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)
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
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
Masato Katsuyama et al.
Toxicology, 299(1), 55-59 (2012-05-26)
Clioquinol, a Cu²⁺/Zn²⁺/Fe²⁺ chelator/ionophor, was used extensively in the mid 1900s as an amebicide for treating indigestion and diarrhea. It was eventually withdrawn from the market because of a link to subacute myelo-optic neuropathy (SMON) in Japan. The pathogenesis of
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