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T0202

Tocainide hydrochloride

Name: Tocainide hydrochloride
Brand: SIGMA

≥98% (HPLC), solid

Synonyme(s) :

2-Amino-N-(2,6-dimethylphenyl)propanamide hydrochloride

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About This Item

Formule empirique (notation de Hill):

C₁₁H₁₆N₂O · HCl

Numéro CAS:

71395-14-7

Poids moléculaire :

228.72

Numéro CE :

275-361-2

Numéro MDL:

MFCD00941502

Code UNSPSC :

12352200

ID de substance PubChem :

24724626

Nomenclature NACRES :

NA.77

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Sigma-Aldrich

A8727

Antalarmin hydrochloride

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated
under inert gas

Couleur

white

Solubilité

DMSO: >20 mg/mL
H₂O: ≥5 mg/mL

Auteur

AstraZeneca

Température de stockage

2-8°C

Chaîne SMILES

Cl[H].CC(N)C(=O)Nc1c(C)cccc1C

InChI

1S/C11H16N2O.ClH/c1-7-5-4-6-8(2)10(7)13-11(14)9(3)12;/h4-6,9H,12H2,1-3H3,(H,13,14);1H

Clé InChI

AMZACPWEJDQXGW-UHFFFAOYSA-N

Informations sur le gène

human ... SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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Application

Tocainide hydrochloride may be used in cell signaling studies.

Actions biochimiques/physiologiques

Tocainide hydrochloride is a primary amine analog of lidocaine (lignocaine), used for the treatment of tinnitus. It blocks the sodium channels in the pain-producing foci in the nerve membranes and renders an analgesic effect in trigeminal neuralgia.

Tocainide hydrochloride is a sodium channel blocker; Class IB antiarrhythmic.

Caractéristiques et avantages

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Tocainide is voltage-dependent and use-dependent sodium channel blocker (class IB type antiarrhythmic); K_i = 115 μM in blockade of inactivated-state sodium channels; IC₅₀ = 985μM in blockade of Na+ currents at a holding potential (HP) of -140 mV; IC₅₀ = 254 μM in blockade of Na+ currents at HP -70 mV; IC₅₀ = 523 μM in blockade of Na+ currents at tonic block (-100 mV); IC₅₀ = 248 μM for use-dependent block at 10 Hz.

Pictogrammes

GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P264 - P270 - P301 + P312 - P501

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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A comparison of the antinociceptive effects of voltage-activated Na+ channel blockers in two rat models of neuropathic pain.

Helle Kirstein Erichsen et al.

European journal of pharmacology, 458(3), 275-282 (2002-12-31)

The pain-relieving effects of various voltage-activated Na(+) channel blockers have been evaluated in two rat models of neuropathic pain; the photochemically induced nerve injury model (Gazelius) and spared nerve injury model. Lidocaine (up to 40 mg/kg, i.p.) and lamotrigine (up

Cyclic metabolites: chemical and biological considerations.

John C L Erve

Current drug metabolism, 9(2), 175-188 (2008-02-22)

Metabolism of xenobiotics can sometimes generate cyclic metabolites. Such metabolites are usually the result of intramolecular reactions occurring within a primary or secondary metabolite and this chemistry may lead to unexpected structures. Intramolecular chemistry is often driven by nucleophilic groups

Optimal requirements for high affinity and use-dependent block of skeletal muscle sodium channel by N-benzyl analogs of tocainide-like compounds.

Annamaria De Luca et al.

Molecular pharmacology, 64(4), 932-945 (2003-09-23)

Newly synthesized tocainide analogs were tested for their state-dependent affinity and use-dependent behavior on sodium currents (INa) of adult skeletal muscle fibers by means of the Vaseline-gap voltage clamp method. The drugs had the pharmacophore amino group constrained in position

Effect of acidity on the enantiomeric resolution of thyroxine and tocainide by HPLC on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid column.

Hassan Y Aboul-Enein et al.

Journal of biochemical and biophysical methods, 54(1-3), 407-413 (2003-01-25)

Enantiomeric resolution of thyroxine and tocainide was achieved on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid column. The mobile phases were methanol/water (4:1, v/v) and methanol/water containing 5 mM sulfuric acid (4:1, v/v) for tocainide and thyroxine respectively. The flow rate was 0.5 ml/min.

[Na channel myotonia].

H Nemoto et al.

Ryoikibetsu shokogun shirizu, (35)(35), 140-143 (2001-09-15)

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Sodium Channels

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

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