Naphthylmorpholine

Naphthylmorpholine (code name PAL-678), also known as 2-(2′-naphthyl)morpholine, is a monoamine releasing agent of the arylmorpholine and naphthylethylamine families. It is the derivative of 2-phenylmorpholine with a 2-naphthalene ring instead of a phenyl ring. Naphthylmorpholine is a close analogue of naphthylmetrazine (PAL-704; a naphthalene analogue of phenmetrazine), but lacks naphthylmetrazine's methyl group at the 3 position of the morpholine ring.

The drug is a potent monoamine releasing agent. Its EC₅₀Tooltip half-maximal effective concentration values for induction of monoamine release have not been reported, but it released 92% of serotonin, 88% of norepinephrine, and 79% of dopamine at a concentration of 10,000 nM in rat brain synaptosomes. Hence, it appears to act preferentially as a releaser of serotonin and norepinephrine and to a lesser extent of dopamine.