Synthesis and local anesthetic activity of some derivatives of N,N-dimethyl-2-(2-alkoxyphenylcarbamoyloxy)-1,1-dimethylethyl-ammonium chlorides

A series of 8 new derivatives of 2-alkoxyphenylcarbamoic acid were synthesized and assayed for local anesthetic activity. The above compounds were isolated as hydrochlorides and their structure was proved by 1H NMR, 13C NMR and IR spectroscopy. The index of anesthetic activity of the compounds in in...

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Bibliographic Details
Published in:	Farmaco (Società chimica italiana : 1989) Vol. 47; no. 3; p. 327
Main Authors:	Gregán, F, Novomeský, P, Racanská, E, Kettmann, V
Format:	Journal Article
Language:	English
Published:	France 01-03-1992
Subjects:	Ammonium Chloride - chemical synthesis Ammonium Chloride - pharmacology Ammonium Chloride - toxicity Anesthetics, Local - chemical synthesis Anesthetics, Local - pharmacology Anesthetics, Local - toxicity Animals Carbamates - chemical synthesis Carbamates - pharmacology Carbamates - toxicity Guinea Pigs Magnetic Resonance Spectroscopy Mice Rabbits Reference Standards Solubility Spectrophotometry, Infrared
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Summary:	A series of 8 new derivatives of 2-alkoxyphenylcarbamoic acid were synthesized and assayed for local anesthetic activity. The above compounds were isolated as hydrochlorides and their structure was proved by 1H NMR, 13C NMR and IR spectroscopy. The index of anesthetic activity of the compounds in infiltration and surface anesthesia increases with the length of the alkyl chain and, except for the C1-C3 congeners, all higher homologues proved to be significantly more active than the standard reference compounds, procaine and cocaine, respectively. Toxicity of the drugs decreases with increasing the chain length and is within acceptable limits.
ISSN:	0014-827X