Abstract
3-[4-[(3-Chlorophenyl)methoxy]phenyl]-5-[(methylamino)methyl]-2-oxazolidinone (MD 780236) has been reported to be an irreversible inactivator of monoamine oxidase (MAO), but the mechanism of inactivation is not known. A mechanism is now proposed that involves one-electron transfer to give the corresponding amine radical cation, removal of an α-proton, and decomposition of the oxazolidinone ring with loss of CO 2 to another radical which attaches to an enzyme active site radical. Chemical model studies for the proposed inactivation mechanisms are reported
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