thoughts have crossed my mind lately of the amino ketones as they are interesting in their similar activity to the amines themselves. slightly less blood-brain-barrier crossing ability yes but very interesting nonetheless. anyway my question would be to experienced organic chemists, and it is merely a speculation, now we know that the reduction of ephedrine reduces the OH to give D-N alpha dimethylphenylethylamine. we also know that the oxidation of ephedrine will yeild A-methylamino-propiophenone.:sunny: now does that indicate that the oxidation of synephrine would yeild Para-oxy-A-methylamino-propiophenone?:2thumbsup: or would that phenolic hydroxyl not be oxidized? any speculations on this matter and hipothetical effects of the compound would be much appreciated.. thankyou sirs Oxidationofterra
im a bit confused as to the nature of hydroxyl groups on benzene rings. but on oxidation of hyroxyl groups normally we would get a ketone group. so my speculation is that we would end up with, Para-keto-methcathinone. surely this would provide some interesting effects... or perhaps a better way would be to iodinate that OH to first get para-iodo-synephrine then complete the oxidation to get para-iodo-methcathinone? this compound would almost certainly have some psychedelic action considering the 2c's and PMA? if anything im convinced it should produce a stimulant analog to methcathinone. ANY THOUGHTS?????
ah yes after i posted this i realized that id previously thought there was an alpha-methyl.. i thought it differed to ephedrine in only the para-hydoxy.. sorry for the mix up. neuro-toxic? well i know about PMA's neurotoxicity, but look at 4-MMC?? on reduction with appropriate molar ratio's it should yield para-methyl-N-methyl-PEA?? this is 4MMC minus the alpha-methyl and the ketone?!
The reason you always see the fluoroamphetamines or their cathinone equivalents is that the heavier halogen versions are neurotoxic, and the heavier you go the worse it is. Obviously this isn't true of the 2,5 dimethoxy 4 halogen amphetamines (cathinones of primary amines are unstable), whether that is simply due to the dose or something more complex I'm unsure. 4methyl PEA probably isn't toxic, but (and this is a guess) it also probably isn't very active, if at all.
what you get is an "fluoroamphetamines" anti psychotic meth .. this way you can tweek like a motherfucker, but have no urge to kill anyone..
Yes, but my point was there's a very good reason iodoamphetamine isn't around, even though it likely give a high not to different from fluoroamphetamine.
oh fair enough thanks flying squrriel i can see your the one to talk to about these matters... i know you said it shouldn't be toxic but also shouldnt be active... but are you taking into account the N-methyl also? this should give it some first pass protection no? getting slightly off topic, also do you think there would be a way to alpha-methylate straight PEA without deamination/reamination?
I hardly an expert on the metabolism of PEA's, but N, methyl PEA's (at least of the Pihkal 2c's) are way down in potency from the normal versions. Since the PEA's are usually way down in potency from the amphetamines, and the dose of 4-mmc is in the hundreds of mgs to begin with... If there were an obvious way to add an alphamethyl group to PEA meth cooks would have seized on it years ago. Deamination/reamination would add a methyl to the nitrogen, not to the alpha carbon.
yea thats what i thought (about the alpha addition)... i dont pretend to be an expert (hence my questions) however my theory comes from the fact that N-methylamphetamine is more euphoric, has a longer duration than its un-methylated counterpart. now PEA is active at oral doses exceeding 1.5 gms. (very short-lived i might add around 20-30 mins.) although the high is very much comparable to meth or cocaine. if you add that N-methyl perhaps it will extend the duration and increase the euphoria. i apologise shouldv been more specific, when i said deamination/reamination, i was referring to deamination to phenylethylone, then chlorination, then reduction to phenylpropanone?, then reamination with ammonia (not methylamine). i know this would pose the problem of aromatic halogenation.. but i think it would be possible.
