Skip to Content
Merck
CN

L9756

Sigma-Aldrich

(−)-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

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

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

Skull and crossbones
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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD8050V
0000435886
0000435908
0000435908
0000435886

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Lei Guo et al.
Neuroscience bulletin, 35(2), 205-215 (2019-02-02)
The locus coeruleus (LC) has been studied in major depressive disorder (MDD) and bipolar disorder (BD). A major problem of immunocytochemical studies in the human LC is interference with the staining of the immunocytochemical end-product by the omnipresent natural brown
Lei Chang et al.
Bioorganic & medicinal chemistry letters, 21(8), 2297-2301 (2011-03-23)
Pathological calcifications induced by deposition of basic phosphate crystals or hydroxyapatite (HA) on soft tissues are a large family of diseases comprising of ankylosing spondylitis (AS), end-stage osteoarthritis (OA) and vascular calcification. High activity of tissue non-specific alkaline phosphatase (TNAP)
Lina Li et al.
Bioorganic & medicinal chemistry, 17(20), 7290-7300 (2009-09-29)
Presence of basic calcium phosphate in knee joints of osteoarthritis patients could be prevented by inhibiting tissue non-specific alkaline phosphatase (TNAP) activity. Levamisole or the L stereoisomer of tetramisole (a known TNAP inhibitor) has been used as a treatment for
Marissa L Glover et al.
Cell reports, 30(13), 4321-4331 (2020-04-03)
Cellular translation surveillance rescues ribosomes that stall on problematic mRNAs. During translation surveillance, endonucleolytic cleavage of the problematic mRNA is a critical step in rescuing stalled ribosomes. Here we identify NONU-1 as a factor required for translation surveillance pathways including
Yongchan Lee et al.
Cell reports, 26(12), 3212-3220 (2019-03-21)
Metazoan cell death mechanisms are diverse and include numerous non-apoptotic programs. One program called entosis involves the invasion of live cells into their neighbors and is known to occur in cancers. Here, we identify a developmental function for entosis: to
View All Related Papers

Protocols

Immunohistochemistry Procedure

Use this protocol to for the entire immunohistochemistry (IHC) procedure through staining and visualization of specific antigens in paraffin-embedded tissue sections.

免疫组织化学操作步骤

本实验方案通过对石蜡包埋的组织切片中的特定抗原进行染色和成像，完成整个免疫组织化学（IHC）操作步骤。

Related Content

Amidine-Based Catalysts (ABCs)- Design Development and Applications

Amidine-based Catalysts; Advancing Sustainable Catalysis with Magnetite

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service