1-Naphthylaminopropane

1-Naphthylaminopropane, also known as 1-naphthylisopropylamine or as α-naphthylaminopropane, is a drug of the amphetamine and naphthylaminopropane families. It is a positional isomer of 2-naphthylaminopropane.
2-NAP and derivatives like methylnaphthylaminopropane are known to be potent serotonin–norepinephrine–dopamine releasing agents and/or serotonin [receptor agonist]s, whereas 1-NAP has not been assessed in these regards. Both 1-NAP and 2-NAP failed to substitute for dextroamphetamine in rodent drug discrimination tests, suggesting that they lack stimulant effects.
2-NAP is a potent monoamine [oxidase inhibitor], specifically of monoamine oxidase A . 1-NAP is an MAOI as well, also of MAO-A, but was about 13-fold less potent than 2-NAP. Neither 2-NAP or 1-NAP inhibited monoamine oxidase B .
1-NAP was first described in the scientific literature by at least 1952.