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Merck

33931

Supelco

Clioquinol

VETRANAL®, analytical standard

Synonym(e):

5-Chlor-7-iod-8-chinolinol, 5-Chlor-7-iod-chinolin-8-ol, 5-Chlor-8-hydroxy-7-iod-chinolin, Clioquinol

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About This Item

Empirische Formel (Hill-System):
C9H5ClINO
CAS-Nummer:
Molekulargewicht:
305.50
Beilstein:
153637
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
41116107
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Produktlinie

VETRANAL®

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

forensics and toxicology
pharmaceutical (small molecule)

Format

neat

Lagertemp.

2-8°C

SMILES String

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

InChIKey

QCDFBFJGMNKBDO-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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

Empfohlene Produkte

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.

Rechtliche Hinweise

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

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Persönliche Schutzausrüstung

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


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Analysenzertifikate (COA)

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Kunden haben sich ebenfalls angesehen

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)
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
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

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