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196142

Levamisole hydrochloride

≥99%

Synonym(s):

(−)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride, (−)-Tetramisole hydrochloride, L(−)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole, S(−)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole 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:
12352103
MDL number:
MFCD00012675
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assay

≥99%

optical activity

[α]21/D −127.3°, c = 0.9 in H2O

mp

230-233 °C (lit.)

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

Application

Effective anthelmintic drug with immunomodulatory and anticancer activities.

Other Notes

This product has been replaced by L9756-SIGMA | (−)-Tetramisole hydrochloride ≥99% (GC)

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
02728CP
S26945
09507MZ
06613LY
06027MF

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J S Kovach et al.
Journal of the National Cancer Institute, 84(7), 515-519 (1992-04-01)
Levamisole is an effective antihelminthic drug with immunomodulatory and anticancer activities in model systems. Combined with fluorouracil (5-FU) as adjuvant treatment following resection of Dukes' stage C colon carcinomas, levamisole significantly reduces mortality. However, neither 5-FU nor levamisole alone has
Élida Alechaga et al.
Analytical and bioanalytical chemistry, 407(16), 4567-4580 (2015-04-12)
Recreational drugs (illicit drugs, human and veterinary medicines, legal highs, etc.) often contain lacing agents and adulterants which are not related to the main active ingredient. Serious side effects and even the death of the consumer have been related to