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T3577

Sigma-Aldrich

Tolperisone hydrochloride

≥98% (HPLC), solid

Synonym(s):

Menopatol, 2-Methyl-1-(4-methylphenyl)-3-(1-piperidyl)propan-1-one hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H23NO · HCl
CAS Number:
3644-61-9
Molecular Weight:
281.82
EC Number:
222-876-5
MDL number:
MFCD00058211
UNSPSC Code:
12352200
PubChem Substance ID:
329826771
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: >20 mg/mL

storage temp.

room temp

SMILES string

Cl.CC(CN1CCCCC1)C(=O)c2ccc(C)cc2

InChI

1S/C16H23NO.ClH/c1-13-6-8-15(9-7-13)16(18)14(2)12-17-10-4-3-5-11-17;/h6-9,14H,3-5,10-12H2,1-2H3;1H

InChI key

ZBUVYROEHQQAKL-UHFFFAOYSA-N

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Biochem/physiol Actions

Tolperisone is derived from piperidine and possesses membrane stabilizing action. It helps in reducing the effect of spasticities associated with the nervous and muscular system. It exhibits muscle relaxant action through attenuating voltage-gated sodium channels in the brain stem.
Tolperisone regulates ionic currents in myelinates axons and subsequently decreases excitability and mediates its antispastic functions3.
Tolperisone is an ion channel blocker and centrally acting muscle relaxant.

Preparation Note

Tolperisone hydrochloride dissolves in water at a concentration that is greater than 20 mg/ml.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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D Hinck et al.
General physiology and biophysics, 20(4), 413-429 (2002-05-07)
The actions of tolperisone on single intact Ranvier nodes of the toad Xenopus were investigated by means of the Hodgkin-Huxley formalism. Adding tolperisone to the bathing medium (100 micromol/l) caused the following fully reversible effects: 1. The sodium permeability P'Na
HPLC determination of tolperisone in human plasma
Bae JW, et al.
Archives of Pharmacal Research, 29(4), 339-342 (2006)
Tolperisone: a typical representative of a class of centrally acting muscle relaxants with less sedative side effects
Quasthoff S, et al.
CNS Neuroscience & Therapeutics, 14(2), 107-119 (2008)
Doris Hofer et al.
European journal of pharmacology, 538(1-3), 5-14 (2006-05-03)
The specific, acute interaction of tolperisone, an agent used as a muscle relaxant and for the treatment of chronic pain conditions, with the Na(v1.2), Na(v1.3), Na(v1.4), Na(v1.5), Na(v1.6), Na(v1.7), and Na(v1.8) isoforms of voltage dependent sodium channels was investigated and
Pál Kocsis et al.
The Journal of pharmacology and experimental therapeutics, 315(3), 1237-1246 (2005-08-30)
The spinal reflex depressant mechanism of tolperisone and some of its structural analogs with central muscle relaxant action was investigated. Tolperisone (50-400 microM), eperisone, lanperisone, inaperisone, and silperisone (25-200 microM) dose dependently depressed the ventral root potential of isolated hemisected
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Articles

Sodium Channels

Voltage-gated sodium channels are present in most excitable cell membranes and play an important role in generating action potentials.

Chromatograms

application for HPLC

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