Quantitative structure-activity studies on monoamine oxidase inhibitors.
Quantitative structure-activity studies were carried out on a series of N-isopropylaryl hydrazides which inhibits monoamine oxidase (MAO). The inhibitory potencies of these compounds of MAO were found to correlate with the electron-withdrawing capacity of the aryl ring substituents as estimated by both empirical Hammet sigma constants and electronic indices from molecular orbital calculations. Based on these correlations and previously published data on other classes of MAO inhibitors, a general model for the inhibitor pharmacophore is proposed: potent MAO of an aromatic ring; electron-withdrawing groups on the aromatic ring or replacing the phenyl ring with certain types of heterocyclic rings will tend to increase the potency.
D006834:Hydrazines / Q000494:pharmacology; D008968:Molecular Conformation; D008996:Monoamine Oxidase Inhibitors; D011437:Propylamines / Q000494:pharmacology; D011789:Quantum Theory; D013329:Structure-Activity Relationship
D006834:Hydrazines; D008996:Monoamine Oxidase Inhibitors; D011437:Propylamines