L9756

(−)-Tetramisole hydrochloride

powder, ≥99% (GC)

• Synonym(s): (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
• UNSPSC Code: 12352202
• PubChem Substance ID: 24278526
• NACRES: NA.77

Properties

• Product Name: (−)-Tetramisole hydrochloride, ≥99% (GC)
• biological source: synthetic (organic)
• Assay: ≥99% (GC)
• form: powder
• mp: 228-230 °C
• solubility: water: 50 mg/mL, clear, colorless to faintly yellow
• antibiotic activity spectrum: parasites
• Mode of action: enzyme | inhibits
• 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

Application

Suitable for inhibition of various mammalian alkaline phosphatase (i.e., liver, kidney, placenta, bone and tumor).
Intestinal alkaline phosphatases are only slightly inhibited.
Not for veterinary use.

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.

Other Notes

Levamisole hydrochloride is soluble in water at 50mg/mL yielding a clear, colorless solution. Solutions are stable at 2-8°C for ~1 month.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P301 + P310 + P330
• 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