Synthesis of Quinone Methide Precursors for the Treatment of Organophosphorus Poisoning

Authors

Benjamin Manning, Kenyon College
Kenny Nguyen, The Ohio State University
Annie Buck, The Ohio State University
Christopher S. Callam, The Ohio State University
Craig A. McElroy, The Ohio State University
Christopher M. Hadad, The Ohio State University

Document Type

Poster

Publication Date

Summer 2022

Abstract

Eighteen quinone methide precursors (QMPs) were synthesized to test their efficacy at resurrecting organophosphorus-aged acetylcholinesterase. This library of QMPs is based on a phenol framework, and the alkyl groups were chosen based on promising results from similar QMP libraries. The QMPs were synthesized via two methods. The quinone methide precursors with a cyclic R’ group were synthesized via a Suzuki Coupling reaction. The QMPs with conjugated R’ groups were synthesized via a Wittig reaction. Both synthetic pathways ended with a Mannich reaction which installed one of five different aminomethyl groups.

Recommended Citation

Manning, Benjamin; Nguyen, Kenny; Buck, Annie; Callam, Christopher S.; McElroy, Craig A.; and Hadad, Christopher M., "Synthesis of Quinone Methide Precursors for the Treatment of Organophosphorus Poisoning" (2022). Kenyon Summer Science Scholars Program. Paper 594.
https://digital.kenyon.edu/summerscienceprogram/594