Synthesis of Antidotes and Prophylactics for Organophosphorus Acetylcholinesterase Inhibitors

Abstract

Work has been completed on a series of w-carbamoyloxy-alkylimidazoles which are substituted at N1, C2 and C4 of the imidazole ring having chain lengths 1-3. All the N,N-dimethyl derivatives and representative N-methyl derivatives have been prepared. Work is continuing on a series of 5-,6-,7-and 8- substituted carbamoyloxy imidazo(1,2-a)pyridines. The 8-substituted series has been prepared for R(2) = H-, CH3-, (CH3)(2)CH- and Ph-. Work is in progress on the 5- and 6-substituted series and planned for the 7-substituted series. A total of 14 compounds have been submitted and 3 are in the final stages of preparation. In vitro acetycholinesterase inhibition data has been obtained for the w-carbamoyloxyalkylimidazoles. The 1-substituted compounds do not appear to be active but the 2- and 4-substituted series show modest activity. Excellent in vitro activity was observed for two previously submitted enol carbamates derived from 1,1-dimethyl-3-hydroxy-delta 3,4-piperidine.

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Document Details

Document Type
Technical Report
Publication Date
Jun 30, 1994
Accession Number
ADB188021

Entities

People

  • Phuoc Van Nguyen
  • Richard J. Sundberg

Organizations

  • University of Virginia

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Acetylcholinesterases
  • Alcohols
  • Alkenes
  • Biomedical Research
  • Buffers (Chemistry)
  • Chemical Synthesis
  • Chemistry
  • Column Chromatography
  • Ethylene Oxide
  • Ethylenes
  • Inhibitors
  • Organic Chemistry
  • Organic Solvents
  • Oxides
  • Silica Gels

Fields of Study

  • Chemistry

Readers

  • Neurotoxicology
  • Organic Chemistry
  • Technical Research and Report Writing.