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L9756

Sigma-Aldrich

(−)-Tetramisole hydrochloride

powder, ≥99% (GC)

Synonyme(s) :

(S)-(−)-6-phényl-2,3,5,6-tétrahydroimidazo[2,1-b]thiazole hydrochloride, L(−)-2,3,5,6-tétrahydro-6-phénylimidazo(2,1-b)thiazole hydrochloride

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About This Item

Formule empirique (notation de Hill):
C11H12N2S · HCl
Numéro CAS:
16595-80-5
Poids moléculaire :
240.75
Numéro Beilstein :
4358988
Numéro CE :
240-654-6
Numéro MDL:
MFCD00012675
Code UNSPSC :
12352202
ID de substance PubChem :
24278526
Nomenclature NACRES :
NA.77

product name

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

Source biologique

synthetic (organic)

Niveau de qualité

200

Pureté

≥99% (GC)

Forme

powder

Pf

228-230 °C

Solubilité

water: 50 mg/mL, clear, colorless to faintly yellow

Spectre d'activité de l'antibiotique

parasites

Mode d’action

enzyme | inhibits

Chaîne SMILES 

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

Clé InChI

LAZPBGZRMVRFKY-HNCPQSOCSA-N

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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.

Actions biochimiques/physiologiques

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.

Autres remarques

Levamisole hydrochloride is soluble in water at 50mg/mL yielding a clear, colorless solution. Solutions are stable at 2-8°C for ~1 month.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301

Conseils de prudence

P301 + P310 + P330

Classification des risques

Acute Tox. 3 Oral

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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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
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)
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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
Agnes Cheong et al.
Development (Cambridge, England), 147(10) (2020-05-08)
Mitochondria are essential for energy production and although they have their own genome, many nuclear-encoded mitochondrial ribosomal proteins (MRPs) are required for proper function of the organelle. Although mutations in MRPs have been associated with human diseases, little is known
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Protocoles

Immunohistochemistry Procedure

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

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