N-propargyl derivatives of N-methyl amphetamines

loki · guinea pig

L-deprenyl (Laevo N-propargyl N-methyl amphetamine) has become a commonly used treatment for slowing the development of parkinson's disease, and is slowly becoming recognised as a psychotropic treatment which is effective for depression where ssri's snri's and tricyclics/maois are ineffective. the D isomer has been neglected from much study, seemingly because of its' 'abuse potential'. In other words, it's probably similar to the non-propargyl amphetamines it is related to, except that d-deprenyl has been shown to cause the increased expression of superoxidase dismutase, as well as protecting dopamine synapses from mptp damage which is associated with parkinson's disease and death of dopamine neurons. D deprenyl has a much lesser mao-b effect than l-deprenyl but is not devoid of this activity either.

it seems to me from what i have read so far about this propargyl group that it's presence on an amphetamine massively reduces the negative effects of the drug without reducing the positive effects.

I very much would like to be able to take D-deprenyl, and i am most curious about N-propargyl deriviatives of MDMA (the isolated D-isomers most interest me in the case of the methylene dioxy amphetamines). The plain non-ring substituted methylamphetamine with the propargyl group is the one which interests me the most.

At this point, at least, propargyl bromide is not a watched substance, but if D-deprenyl is as 'abusable' as they say in studies making brief note about the D isomer, this may not be the case for long.

So, first of all, if one had N-methyl amphetamine and wanted to add a propargyl group to the N via propargyl bromide, the only synthesis reference i have seen talks about the use of LAH to reduce it, so the first step in bringing this drug to the people is finding alternative ways to put the propargyl group on. any synths relating to N- additions of alkyl groups starting with a brominated alkyl group would be relevant here, sodium borohydride is a likely possibility, but i have no references as such.

And second of all, in the situation that this drug becomes popular and gets put on the watch list, how would one go about producing a propargyl radical. I imagine some method involving making a tri-halide terminal on an ethyl group might be a starting point, but i have no idea as to how that would proceed. I will start digging around for some references to making terminal triple bonded alkynes, i hope that maybe this will catch the attention of someone with access to journals because there's gotta be references to synthesising the propargyl radical somewhere.