Construction of New Potential Reactivators of Phosphonylated Acetylcholinesterase. Substitution of F for H in the Nucleus of Pyridinecarboxaldehyde Oximes.

Abstract

Two new Fluoro-pyridnecarboxaldehyde oxime methiodide (F-PAM) compounds have been synthesized: 3-F-2-PAM and 5-F-2-PAM. These compounds and their unquaternized oxime precursors have been rigorously characterized by elemental analysis, mass spectroscopy, MNR, UV, and pKa determination. Detail spectroscopic interpretations are provided and correlated with analogous data for other PAM compounds. Both F-isomers of 2-PAM are obtained in low yield, 3-F-2-PAM is unstable during titration with NaOH, while 5-F-2-PAM is stable but its pKa is only 0.15 pKa units lower than that of 2-PAM.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Nov 01, 1983
Accession Number
ADA176372

Entities

People

  • Ernest Kun
  • Jerome Mclick

Organizations

  • University of California, San Francisco

Tags

DTIC Thesaurus Topics

  • Absorption
  • Absorption Spectra
  • Alcohols
  • Chemical Reactions
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • High Resolution
  • Low Resolution
  • Mass Spectra
  • Mass Spectrometry
  • Mass Spectroscopy
  • Materials
  • Measurement
  • Resonance
  • Spectra
  • Spectroscopy

Fields of Study

  • Chemistry

Readers

  • Electrochemical Engineering/ Fuel Cell Technologies
  • Materials Science and Engineering.
  • Neurotoxicology