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T0202

Tocainide hydrochloride

Name: Tocainide hydrochloride
Brand: SIGMA

≥98% (HPLC), sodium channel blocker, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₆N₂O · HCl

CAS Number:

71395-14-7

Molecular Weight:

228.72

NACRES:

NA.77

PubChem Substance ID:

24724626

UNSPSC Code:

12352200

EC Number:

275-361-2

MDL number:

MFCD00941502

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated, under inert gas

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Product Name

Tocainide hydrochloride, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated, under inert gas

color

white

solubility

DMSO: >20 mg/mL, H₂O: ≥5 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

SMILES string

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

InChI key

AMZACPWEJDQXGW-UHFFFAOYSA-N

Gene Information

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

Related Categories

Bioactive Small Molecules

Application

Tocainide hydrochloride may be used in cell signaling studies.

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Non-antiepileptic drugs for trigeminal neuralgia.

L He et al.

The Cochrane database of systematic reviews, (3)(3), CD004029-CD004029 (2006-07-21)

Non-antiepileptic drugs have been used in trigeminal neuralgia management since the 1970s. The objective was to review systematically the efficacy of non-antiepileptic drugs for trigeminal neuralgia. We searched the Cochrane Neuromuscular Disease Group Register, MEDLINE, EMBASE, and LILACS (all to

2D- and 3D-QSAR of tocainide and mexiletine analogues acting as Na(v)1.4 channel blockers.

Antonio Carrieri et al.

European journal of medicinal chemistry, 44(4), 1477-1485 (2008-11-26)

Enantiomeric forms of Tocainide, Mexiletine, and structurally related local anaesthetic compounds, were analyzed with respect to their potency in blocking Na(v)1.4 channel. Structure-activity relationships based on in vitro pharmacological assays, suggested that an increase in terms of lipophilicity and/or molecular

Systemic administration of local anesthetic agents to relieve neuropathic pain.

V Challapalli et al.

The Cochrane database of systematic reviews, (4)(4), CD003345-CD003345 (2005-10-20)

Lidocaine, mexiletine, tocainide, and flecainide are local anesthetics which give an analgesic effect when administered orally or parenterally. Early reports described the use of intravenous lidocaine or procaine to relieve cancer and postoperative pain (Keats 1951; Gilbert 1951; De Clive-Lowe

[Na channel myotonia].

H Nemoto et al.

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

The analgesic effect of tocainide in trigeminal neuralgia.

P Lindström et al.

Pain, 28(1), 45-50 (1987-01-01)

Tocainide is a derivative of lidocaine with anti-arrhythmic action and, unlike lidocaine, can be used for oral treatment. Tocainide was alternatively with carbamazepine given to 12 patients with trigeminal neuralgia in a double-blind cross-over study for 2 weeks. The analgesic

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钠通道

电压门控钠通道存在于大多数可兴奋细胞膜中，在产生动作电位方面起着重要作用。

Global Trade Item Number

SKU	GTIN
T0202-10MG	04061832577494
T0202-50MG	04061832577500

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