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L9756

Sigma-Aldrich

(−)-Tetramisole hydrochloride

powder, ≥99% (GC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C11H12N2S · HCl
CAS Number:
16595-80-5
Molecular Weight:
240.75
Beilstein:
4358988
EC Number:
240-654-6
MDL number:
MFCD00012675
UNSPSC Code:
12352202
PubChem Substance ID:
24278526
NACRES:
NA.77

Product Name

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

biological source

synthetic (organic)

Quality Level

200

Assay

≥99% (GC)

form

powder

mp

228-230 °C

solubility

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

antibiotic activity spectrum

parasites

Mode of action

enzyme | inhibits

SMILES string

Cl.C1CN2C[C@@H](N=C2S1)c3ccccc3

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SGE Needles for luer lock syringes needle size 23 ga, needle L × O.D. 115 mm × 0.63 mm, point style, 2

26273U

SGE Needles for luer lock syringes

SGE Needles for luer lock syringes needle size 23 ga, needle L × O.D. 50 mm × 0.63 mm, point style, 2

26270U

SGE Needles for luer lock syringes

SGE Needles for luer lock syringes needle size 23 ga, needle L × O.D. 70 mm × 0.63 mm, point style, 2

26272

SGE Needles for luer lock syringes

SGE Needles for luer lock syringes needle size 22 ga, needle L × O.D. 51 mm × 0.71 mm

26274

SGE Needles for luer lock syringes

packaging

pkg of 5 ea

packaging

pkg of 5 ea

packaging

pkg of 5 ea

packaging

pkg of 2 ea

material

bevel tip stainless steel needle (point style 2)

material

bevel tip stainless steel needle (point style 2)

material

bevel tip stainless steel needle (point style 2)

material

blunt tip stainless steel needle (point style 3)

fitting

luer lock

fitting

luer lock

fitting

luer lock

fitting

luer lock

manufacturer/tradename

SGE 39811

manufacturer/tradename

SGE 39802

manufacturer/tradename

SGE 39807

manufacturer/tradename

SGE 39895

needle size

23 ga

needle size

23 ga

needle size

23 ga

needle size

22 ga

description

NLL-11.5/23

description

NLL-5/23

description

NLL-7/23

description

NLL-LC

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.

Biochem/physiol Actions

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.

Other Notes

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    WXBD8050V
    0000435886
    0000435908
    0000435908
    0000435886

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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
    View All Related Papers

    Protocols

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