Literature DB >> 21804242

Synthesis and characterization of two homologous series of diastereomeric 2-alkoxyphenylcarbamates.

Fridrich Gregan1, Juraj Gregan, Marek Skorsepa.   

Abstract

Two homologous series of racemic diastereomeric cis- and trans-(2-dimethylaminomethylcycloheptyl)-2-alkoxyphenylcarbamates with alkyl chain lengths ranging from C₁ to C₈ were synthesized by stereoselective reactions. The chemical structures of these compounds were confirmed by ¹H-NMR, ¹³C-NMR and IR spectroscopy and their physico-chemical properties were characterized. The two new series of diastereomeric compounds were tested for their local anesthetic activity and parabolic relationship between the local anesthetic activity and lipophilicity was found for both cis- and trans-series. Interestingly, cis-stereoisomers exhibited higher local anesthetic activity.

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Year:  2011        PMID： 21804242      PMCID： PMC3845385          DOI： 10.1248/cpb.59.978

Source DB:  PubMed          Journal:  Chem Pharm Bull (Tokyo)        ISSN： 0009-2363            Impact factor:   1.645


  13 in total

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  1 in total

1.  Local anesthetic activity of mixtures of cis- and trans-(2-dimethylaminomethylcycloheptyl)-2-alkoxyphenylcarbamates.

Authors:  F Gregan; J Gregan; M Skorsepa
Journal:  Pharmazie       Date:  2014-09       Impact factor: 1.267
  1 in total

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