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Levamisol hydrochloride

VETRANAL®, analytical standard

Synonyme(s) :

(−)-Tetramisole hydrochloride, (S)-(−)-6-phényl-2,3,5,6-tétrahydroimidazo[2,1-b]thiazole hydrochloride, L(−)-2,3,5,6-tétrahydro-6-phénylimidazo(2,1-b)thiazole hydrochloride

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About This Item

Formule empirique (notation de Hill):
C11H12N2S · HCl
Numéro CAS:
Poids moléculaire :
240.75
Numéro Beilstein :
4358988
Numéro CE :
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Gamme de produits

VETRANAL®

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

228-230 °C

Application(s)

forensics and toxicology
pharmaceutical (small molecule)

Format

neat

Chaîne SMILES 

Cl.C1CN2C[C@@H](N=C2S1)c3ccccc3

InChI

1S/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H/t10-;/m1./s1

Clé InChI

LAZPBGZRMVRFKY-HNCPQSOCSA-N

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Description générale

Levamisol hydrochloride is an anthelmintic drug which possesses immunomodulatory and anticancer properties. It is a white crystalline compound which is stable in acid aqueous media, whereas it hydrolyzes in alkaline/neutral solutions.

Application

Levamisol hydrochloride may have been used as antibiotic standard in ultra-high-pressure liquid chromatography–tandem mass spectrometry for determination of veterinary drug residues from milk samples.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Actions biochimiques/physiologiques

Shows both immunostimulant and immunosuppressant effects, depending on several controllable factors. Very effective in treatment of ascariasis (hookworm infestation). Useful in chemotherapy of colorectal cancers, possibly due to its stimulation of IL-1 production and direct activation of macrophages.

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

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Oral

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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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Certificats d'analyse (COA)

Lot/Batch Number

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Presence of basic calcium phosphate in knee joints of osteoarthritis patients could be prevented by inhibiting tissue non-specific alkaline phosphatase (TNAP) activity. Levamisole or the L stereoisomer of tetramisole (a known TNAP inhibitor) has been used as a treatment for

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