31742

Levamisol hydrochloride

VETRANAL^®, analytical standard

• Synonym(s): (−)-Tetramisole hydrochloride, (S)-(−)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride, L(−)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride, Levamisole hydrochloride
• Empirical Formula (Hill Notation): C₁₁H₁₂N₂S · HCl
• CAS Number: 16595-80-5
• Molecular Weight: 240.75
• Beilstein: 4358988
• EC Number: 240-654-6
• MDL number: MFCD00012675
• PubChem Substance ID: 329753914
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• product line: VETRANAL^®
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 228-230 °C
• application(s): forensics and toxicology; pharmaceutical (small molecule)
• format: neat
• SMILES string: 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
• InChI key: LAZPBGZRMVRFKY-HNCPQSOCSA-N

Description

General description

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.

Packaging

250 mg

Biochem/physiol Actions

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.

Legal Information

VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves