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PHR1798

Levamisole Hydrochloride

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

(−)-Tetramisole hydrochloride, (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
EC Number:
240-654-6
UNSPSC Code:
41116107
NACRES:
NA.24
Beilstein/REAXYS Number:
4358988
MDL number:
MFCD00012675
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Quality Level

300

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. L0380000, traceable to USP 1359302

API family

levamisole

CofA

current certificate can be downloaded

packaging

pkg of 250 mg

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

228-230 °C

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

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

InChI key

LAZPBGZRMVRFKY-HNCPQSOCSA-N

General description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Application

Levamisole Hydrochloride may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by potentiometric sensing, spectrometric and atomic absorption spectroscopy methods.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAC3172 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

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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Potentiometric sensing of levamisole hydrochloride based on molecularly imprinted polymer
Sadeghi S, et al.
Sensors and Actuators B, Chemical, 122(1), 158-164 (2007)
Indirect determination of levamisole by AAS and precipitation in a continuous-flow assembly
Ortiz SL, et al.
Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 48(1), 112-117 (1993)
Jote T Bulcha et al.
Cell reports, 26(2), 460-468 (2019-01-10)
Biological systems must possess mechanisms that prevent inappropriate responses to spurious environmental inputs. Caenorhabditis elegans has two breakdown pathways for the short-chain fatty acid propionate: a canonical, vitamin B12-dependent pathway and a propionate shunt that is used when vitamin B12
View All Related Papers

Global Trade Item Number

SKUGTIN
PHR1798-250MG04061835080342