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L9756

Sigma-Aldrich

(−)-Tetramisole hydrochloride

powder, ≥99% (GC)

Sinónimos:

(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

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About This Item

Fórmula empírica (notación de Hill):
C11H12N2S · HCl
Número de CAS:
16595-80-5
Peso molecular:
240.75
Beilstein:
4358988
Número CE:
240-654-6
Número MDL:
MFCD00012675
Código UNSPSC:
12352202
ID de la sustancia en PubChem:
24278526
NACRES:
NA.77

product name

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

origen biológico

synthetic (organic)

Nivel de calidad

200

Análisis

≥99% (GC)

formulario

powder

mp

228-230 °C

solubilidad

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

espectro de actividad antibiótica

parasites

Modo de acción

enzyme | inhibits

cadena 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

Clave InChI

LAZPBGZRMVRFKY-HNCPQSOCSA-N

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Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301

Consejos de prudencia

P301 + P310 + P330

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

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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
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
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
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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Protocolos

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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