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| Names | |
|---|---|
| IUPAC name N2,N2-Diethyl-N1-(2,4,6-trimethylphenyl)glycinamide | |
| Systematic IUPAC name 2-(Diethylamino)-N-(2,4,6-trimethylphenyl)acetamide | |
| Other names N2,N2-diethyl-N-mesitylglycinamide | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.009.535 |
| EC Number |
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| KEGG | |
| MeSH | D014288 |
| UNII | |
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| Properties | |
| C15H24N2O | |
| Molar mass | 248.36386 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Trimecaine (systematic name(2,4,6-trimethylphenylcarbamoylmethyl)diethylammonium chloride,chemical formula C15H25ClN2O) is anorganic compound used as alocal anesthetic andcardialantiarrhythmic. It is whitecrystalline powder readilysoluble inwater andethanol.[1] It is an active ingredient in products available under trademarks Mesdicain, Mesocain, Mesokain and others.[2]
Trimecaine is probably aCzech discovery (in light of complex pharmacological and clinical evaluation and practical deployment) although its preparation was published byLöfgren in 1946.[2]
Like other local anesthetics belonging in theamide group trimecaine decreases thecell membrane permeability, causes depolarization and shortens theaction potential.[3] Anesthetic effect starts within 15 minutes and remains 60–90 minutes. Itsbiological half-life is ca. 90 minutes. 10% of trimecaine is excreted unchanged (90% as its metabolites). It passes through thehematoencephalic andplacental barriers.[4]
Trimecaine has two main application fields. The first one islocal anesthesia (topical, infiltrational, topical mucosal and inhalational, spinal and Bier's intravenous). It is used in concentrations 0.4 up to 4%, in some cases (e.g. instomatology) in mixtures withadrenaline. The other field is prophylaxis and therapy of ventriculousarrhythmia onmyocardial infarction and incardiosurgery. It is used also for prophylaxis of sympathetic reaction duringtrachealintubations.[3][4]
Trimecaine must not be used at hypersensitivity on amide anesthetics,hypervolemia,hypotension, cardial conduction defects,asystole,cardiogenic shock and malignanthyperthermia inanamnesis.[3][4]
Rarelyallergic reactions may occur (from dermal or mucosal symptoms toanaphylactic shock). At overdosing a toxical reaction arises - excitation,agitation,dishevelment, visual defects, buzzing in ears,muscle thrill totremor, in more severe casessomnolence,hyporeflexia, breathing defects toapnea,convulsions.[3][4]
