Levamisol hydrochloride
SIAL/31742 - VETRANAL®, analytical standard
Synonym: (−)-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
CAS Number: 16595-80-5
Empirical Formula (Hill Notation): C11H12N2S · HCl
Molecular Weight: 240.75
EC Number: 240-654-6
MDL Number: MFCD00012675
Linear Formula: C11H12N2S · HCl
Product Type: Chemical
| application(s) | forensics and toxicology pharmaceutical (small molecule) |
| format | neat |
| grade | analytical standard |
| InChI | 1S/C11H12N2S.ClH/c1-2-4-9 |
| InChI key | LAZPBGZRMVRFKY-HNCPQSOCSA |
| mp | 228-230 °C |
| product line | VETRANAL® |
| Quality Level | 100  |
| shelf life | limited shelf life, expiry date on the label |
| SMILES string | Cl.C1CN2C[C@@H](N=C2S1)c3 |
| technique(s) | gas chromatography (GC): suitable |
| HPLC: suitable |
| 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. |
| Application: | Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support. |
| 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. |
| 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. |
| Legal Information: | VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH |
| Symbol |  GHS06 |
| Signal word | Danger |
| Hazard statements | H301 |
| Precautionary statements | P264 - P270 - P301 + P310 - P405 - P501 |
| Hazard Codes | T |
| Risk Statements | 25 |
| Safety Statements | 36/37/39-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 228-230 °C |
| UNSPSC | 41116107 |