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L9756 Sigma-Aldrich

(−)-Tetramisole hydrochloride

≥99% (GC)

Synonym: (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

  •  Beilstein/REAXYS Number 4358988

  •  EC Number 240-654-6

  •  MDL number MFCD00012675

  •  PubChem Substance ID 24278526

  •  NACRES NA.77

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antiparasitic / Antiprotozoal / Anthelminthic, Biochemicals and Reagents,
biological source   synthetic (organic)
assay   ≥99% (GC)
form   powder
mp   228-230 °C
solubility   water: 50 mg/mL, clear, colorless to faintly yellow
Mode of action   enzyme | inhibits
antibiotic activity spectrum   parasites
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

Packaging

5, 10 g in poly bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
RTECS 
NJ5960000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Single- & multi-channel pipettes from BRAND
Protocols & Articles

Protocols

Immunohistochemistry Protocol

Immunohistochemical staining is a valuable tool for detecting specific antigens in tissues. In order to perform the standard staining procedure, first the tissue section has to be deparaffinized and ...
Keywords: Digestions, Immunohistochemistry, Solvents

Peer-Reviewed Papers
15

References

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