Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability

Abstract

Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological evaluation in the USAMRICD's multi-agent screen for nerve agent-inhibited acetylcholinesterase reactivation. Our hope is that this method will facilitate SAR studies directed toward the development ADOC-based, non-oxime therapies for treating nerve agent intoxication.

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Document Details

Document Type
Technical Report
Publication Date
Feb 01, 2018
Accession Number
AD1047011

Entities

People

  • Kevin Martin
  • Michael Hepperle
  • Zachary Canter

Organizations

  • United States Army Medical Research Institute of Chemical Defense

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Acetylcholinesterases
  • Alcohols
  • Alkylation
  • Amines
  • Analogs
  • Biomedical Research
  • Carbamates
  • Chemical Compounds
  • Chromatography
  • Column Chromatography
  • Department Of Defense
  • Flow Rate
  • Light Scattering
  • Mixtures
  • Nerve Agents
  • Silica Gels
  • Thin Layer Chromatography

Fields of Study

  • Chemistry

Readers

  • Neurotoxicology
  • Parallel and Distributed Computing.