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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/REAXYS Number:
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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Description
Pricing

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Lokesh G Pimpale et al.
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Proper positioning of cells is essential for many aspects of development. Daughter cell positions can be specified via orienting the cell division axis during cytokinesis. Rotatory actomyosin flows during division have been implied in specifying and reorienting the cell division
Nicolas T Chartier et al.
Nature physics, 17(8), 920-925 (2021-11-16)
Oocytes are large cells that develop into an embryo upon fertilization1. As interconnected germ cells mature into oocytes, some of them grow-typically at the expense of others that undergo cell death2-4. We present evidence that in the nematode Caenorhabditis elegans
Omer Yuval et al.
PLoS computational biology, 17(7), e1009185-e1009185 (2021-07-20)
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
Kinetics and inhibition of alkaline phosphatases from canine tissues.
H Van Belle
Biochimica et biophysica acta, 289(1), 158-168 (1972-11-10)
Karla Opperman et al.
Genetics, 199(2), 497-509 (2014-12-10)
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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