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Key Documents

T1512

Sigma-Aldrich

Tetramisole hydrochloride

powder, ≥99% (TLC)

Synonym(s):

(±)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H12N2S · HCl
CAS Number:
Molecular Weight:
240.75
Beilstein:
4358989
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

product name

Tetramisole hydrochloride, phosphatase inhibitor

biological source

synthetic (organic)

Quality Level

description

alkaline phosphatase inhibitor

Assay

≥99% (TLC)

form

powder

mp

266-267 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

SMILES string

Cl[H].C1CN2CC(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

InChI key

LAZPBGZRMVRFKY-UHFFFAOYSA-N

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Application

Structure-activity relationship for tetramisole derivatives as alkaline phosphatase inhibitors.
Suitable for inhibition of various mammalian alkaline phosphatases (i.e., liver, kidney, placenta, bone and tumor). Intestinal alkaline phosphatases are only slightly inhibited.

Other Notes

Racemic form of levamisole.

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Pictograms

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Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kinetics and inhibition of alkaline phosphatases from canine tissues.
H Van Belle
Biochimica et biophysica acta, 289(1), 158-168 (1972-11-10)
Omer Yuval et al.
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Complex dendritic trees are a distinctive feature of neurons. Alterations to dendritic morphology are associated with developmental, behavioral and neurodegenerative changes. The highly-arborized PVD neuron of C. elegans serves as a model to study dendritic patterning; however, quantitative, objective and
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The L1CAM family of cell adhesion molecules is a conserved set of single-pass transmembrane proteins that play diverse roles required for proper nervous system development and function. Mutations in L1CAMs can cause the neurological L1 syndrome and are associated with

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