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L9756

(−)-Tetramisole hydrochloride

Name: (&#8722;)-Tetramisole hydrochloride
Brand: SIGMA

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

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About This Item

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

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Properties

Product Name

(−)-Tetramisole hydrochloride, ≥99% (GC)

biological source

synthetic (organic)

Quality Segment

200

assay

≥99% (GC)

form

powder

input

mammalian sample(s)

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.

Pictograms

GHS06

Signal Word

Danger

Hazard Codes

H301

Precautionary Statements

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)