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Merck

1359302

USP

Levamisole hydrochloride

United States Pharmacopeia (USP) Reference Standard

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329750032
MDL number:
MFCD00012675
Beilstein/REAXYS Number:
4358988

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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

SMILES string

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

InChI key

LAZPBGZRMVRFKY-HNCPQSOCSA-N

grade

pharmaceutical primary standard

API family

levamisole

manufacturer/tradename

USP

mp

228-230 °C

application(s)

pharmaceutical (small molecule)

format

neat

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.
For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Levamisole hydrochloride USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Levamisole Hydrochloride Tablets

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 products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

1359302-125MG:4548173362342

jan

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Certificates of Analysis (COA)

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Daniel P Keeley et al.
Developmental cell, 54(1), 60-74 (2020-06-26)
Basement membranes (BMs) are supramolecular matrices built on laminin and type IV collagen networks that provide structural and signaling support to tissues. BM complexity, however, has hindered an understanding of its formation, dynamics, and regulation. Using genome editing, we tagged
M Fernanda Palominos et al.
Bio-protocol, 10(9), e3605-e3605 (2021-03-05)
Quantification of intestinal colonization by pathogenic or commensal bacteria constitute a critical part of the analysis to understand host-microbe interactions during different time points of their interplay. Here we detail a method to isolate non-pathogenic and pathogenic bacteria from C.

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