What happens when 4-fluoramphetamine is oxidized?

[DroneLore]

What happens when 4-fluoroamphetamine is oxidized?

I asked about this in the big and dandy thread, but no one knew. I am curious if the oxidized product is still safe to ingest. Would it form an "amphetamine oxide"? (http://en.wikipedia.org/wiki/Amine_oxide)

 

[sekio]

Depends on how the product is oxidised.

Normally i would expect (under metabolic conditions like MAO, or nasty environments) amphetamines to "degrade" to the ketones. (i.e. phenyl-2-propanone for amp) As far as I know only tertiary amines like DMT have a tendency to form amine oxides.

Either way I would expect oxidisation products to be 1. messy and 2. inactive centrally, again see DMT n-oxide.

 

[DroneLore]

So you would expect the oxidation product of 4-FA to be (4-fluorophenyl)-2-propanone? (Basically the C-N bond turns into a C=O bond)? Would this compound pose any dangers not present in 4-FA itself?

 

[sekio]

Pheyl-2-propanone and derivatives, as far as I know, are centrally inactive & a natural metabolite produced by your body. So they would be essentialy as harmless as any other flavour/fragrance ketone, 10-100x less activity than the parent amine.