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T1512

Sigma-Aldrich

Tetramisole hydrochloride

phosphatase inhibitor

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:
5086-74-8
Molecular Weight:
240.75
Beilstein:
4358989
EC Number:
225-799-5
MDL number:
MFCD00005536
UNSPSC Code:
12352202
PubChem Substance ID:
24278725
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

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)
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
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
Mariana G Simões et al.
BMC developmental biology, 14, 49-49 (2015-01-01)
Zebrafish are able to regenerate many of its tissues and organs after damage. In amphibians this process is regulated by nerve fibres present at the site of injury, which have been proposed to release factors into the amputated limbs/fins, promoting
Jing Yuan et al.
Nature chemical biology, 5(10), 765-771 (2009-09-08)
Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened seven parasite lines for differences in responses to 1,279 bioactive chemicals. Hundreds of compounds were
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