Trimecaine
Names | |
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IUPAC name
N2,N2-Diethyl-N1-(2,4,6-trimethylphenyl)glycinamide
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Systematic IUPAC name
2-(Diethylamino)-N-(2,4,6-trimethylphenyl)acetamide | |
Other names
N2,N2-diethyl-N-mesitylglycinamide
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Identifiers | |
3D model (
JSmol ) |
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ChemSpider | |
ECHA InfoCard
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100.009.535 |
EC Number |
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KEGG | |
MeSH | D014288 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H24N2O | |
Molar mass | 248.36386 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trimecaine (systematic name (2,4,6-trimethylphenylcarbamoylmethyl)diethylammonium chloride, chemical formula C15H25ClN2O) is an organic compound used as a local anesthetic and cardial antiarrhythmic. It is white crystalline powder readily soluble in water and ethanol.[1] It is an active ingredient in products available under trademarks Mesdicain, Mesocain, Mesokain and others.[2]
History
Trimecaine is probably a Czech discovery (in light of complex pharmacological and clinical evaluation and practical deployment) although its preparation was published by Löfgren in 1946.[2]
Action mechanism, pharmacokinetics
Like other local anesthetics belonging in the amide group trimecaine decreases the cell membrane permeability, causes depolarization and shortens the action potential.[3] Anesthetic effect starts within 15 minutes and remains 60–90 minutes. Its biological half-life is ca. 90 minutes. 10% of trimecaine is excreted unchanged (90% as its metabolites). It passes through the hematoencephalic and placental barriers.[4]
Indication
Trimecaine has two main application fields. The first one is
Contraindication
Trimecaine must not be used at hypersensitivity on amide anesthetics, hypervolemia, hypotension, cardial conduction defects, asystole, cardiogenic shock and malignant hyperthermia in anamnesis.[3][4]
Adverse effects
Rarely
References
- ^ Trimecaini hydrochloridum - Český lékopis 1997
- ^ a b Trimekain
- ^ a b c d Antiarytmika (Novák, M.) Archived 2007-08-10 at archive.today
- ^ a b c d MESOCAIN - Operativa Archived 2011-07-18 at the Wayback Machine