Kinetic Assessment of N-methyl-2-methoxypyridinium Species As Phosphonate Anion Methylating Agents

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2013 Feb 16

PMID 23410111

Citations 5

Authors

Joseph J Topczewski

Daniel M Quinn

Affiliations

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Abstract

Organophosphate nerve agents and pesticides are potent inhibitors of acetylcholinesterase (AChE). Although oxime nucleophiles can reactivate the AChE-phosphyl adduct, the adduct undergoes a reaction called aging. No compounds have been described that reactivate the aged-AChE adduct. A family of 2-methoxypyridinium species which reverse aging in a model system is presented. A kinetic study of this system, which includes an SAR analysis, demonstrates that the reaction is highly tunable based on the ring substituents.

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