Kinetic Assessment of N-Methyl-2-methoxypyridinium Species as Phosphonate Anion Methylating Agents

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• 作者：Joseph J. Topczewski ; Daniel M. Quinn
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：March 1, 2013
• 年：2013
• 卷：15
• 期：5
• 页码：1084-1087
• 全文大小：231K
• 年卷期：v.15,no.5(March 1, 2013)
• ISSN：1523-7052

文摘

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.