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L9756

Sigma-Aldrich

(−)-Tetramisole hydrochloride

powder, ≥99% (GC)

Sinonimo/i:

(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

Formula empirica (notazione di Hill):
C11H12N2S · HCl
Numero CAS:
16595-80-5
Peso molecolare:
240.75
Beilstein:
4358988
Numero CE:
240-654-6
Numero MDL:
MFCD00012675
Codice UNSPSC:
12352202
ID PubChem:
24278526
NACRES:
NA.77

Nome del prodotto

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

Origine biologica

synthetic (organic)

Livello qualitativo

200

Saggio

≥99% (GC)

Stato

powder

Punto di fusione

228-230 °C

Solubilità

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

Spettro attività antibiotica

parasites

Modalità d’azione

enzyme | inhibits

Stringa SMILE

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
LAZPBGZRMVRFKY-HNCPQSOCSA-N

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Applicazioni

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.

Azioni biochim/fisiol

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.

Altre note

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

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Consigli di prudenza

P301 + P310 + P330

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
SLCJ9644
WXBD0412V
SLBN8309V
SLBN0363V
091M1227V

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Supelco

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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
Kyle F Galford et al.
Chemosphere, 261, 127756-127756 (2020-07-31)
Urgent need for treatments limit studies of therapeutic drugs before approval by regulatory agencies. Analyses of drugs after approval can therefore improve our understanding of their mechanism of action and enable better therapies. We screened a library of 1443 Food
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
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