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
• NACRES: NA.77
• PubChem Substance ID: 24278526
• UNSPSC Code: 12352202
• EC Number: 240-654-6
• MDL number: MFCD00012675
• Beilstein/REAXYS Number: 4358988

Properties

• Product Name: (−)-Tetramisole hydrochloride, ≥99% (GC)
• biological source: synthetic (organic)
• Quality Segment: 200
• assay: ≥99% (GC)
• form: powder
• input: mammalian null
• 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
• signalword: Danger
• hcodes: H301
• pcodes: P301 + P310 + P330
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 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
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges