Tocainide

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Tocainide
Systematic (IUPAC) name
2-amino-N-(2,6-dimethylphenyl)-propanamide
Identifiers
CAS number 41708-72-9
ATC code C01BB03
PubChem 38945
DrugBank APRD01266
Chemical data
Formula C11H16N2O 
Mol. mass 192.258 g/mol
Pharmacokinetic data
Bioavailability 0.9-1 (oral)
Protein binding 10-20%
Metabolism glucuronidation (primary)
Half life 9-14 R, 13-20 S
Excretion 30-50% urine (unchanged)
Therapeutic considerations
Pregnancy cat.

?
Legal status
Routes  ?

Tocainide (Tonocard) is a class Ib antiarrhythmic agent. It is no longer sold in the United States.

Quick look at the Pharmacokinetics

Tocaine is a lidocaine analog, that does not have significant 1st pass metabolism. It is found in two enantiomers. The R isomer is 4x as potent as the S. Oral bioavaliability is 0.9-1.0. In the blood tocainide is 10-20% protein bound. The Volume of distribution is 2.5-3.5 L/kg. 30-50% is excreted unchanged in the urine. The more active R-isomer is cleared faster in anephric patients or those with severe renal dysfunction. The main metabolite is the glucuronidated tocainide carbamic acid. The glucuronosyl transferase is apparently induced by rifampin. Weak inhibition of Cyp1A2 leads to a mild theophylline interaction. (Not verbatim)

External links

Burton ME. Applied Pharmacokinetics & Pharmacodynamics: Principles of Therapeutic Drug Monitoring. 4th ed. Philadelphia: Lippincott Williams & Wilkins; 2006.

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Membrane transport modulators
Channel blocker
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Amiloride  • Encainide  • Pilsicainide  • Saxitoxin • Tetrodotoxin  • Tocainide
Symporter inhibitor
v • d • e
Antiarrhythmic agents (C01B)
class I
(Na+ channel blockers)
class Ia (Phase 0)
class Ib (Phase 3)
Aprindine • Lidocaine • Mexiletine • Tocainide
class Ic (Phase 0)
class II
(Phase 4, beta blockers)
class III
(Phase 3, K+ channel blockers)
class IV
(Phase 4, Ca2+ channel blockers)
class V
(other)
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  • This page was last modified on 1 August 2008, at 02:39.

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