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α-ethyl phenylethylamine? (amphetamine homologue of buphedrone)

N0 W4RN1NG

N0 W4RN1NG

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How come there is absolutely no information on this compound? With my buphedrone on the way, I've been doing alot of research making sure there is little to no 5HT activity (I'm on SSRIs).

I have a metric fuckton of papers and late projects to make up by the end of next week, so a vanilla amphetamine-ish stimulant is exactly what I need. Since there's almost no information on 5HT activity for buphedrone, let alone binding affinities etc, I decided to look for the ketone-less counterpart, α-ethylPEA\,methyl α-ethylPEA (Aephetamine\Methaephetamine?) The tryptamine version AET is decidedly toxic to 5HT neurons, but then again tryptamines will obviously be more serotonergic than plain PEAs...

And there's absolutely nothing on it, anywhere. Pihkal, bluelight, erowid, even google in general is absolutely devoid of any info. Surely it's not inactive? (α-ethylPEA, not buphedrone)

So, basically I have a two part question:

1. Based on preliminary bio-assays and past experience\knowledge, does it seem that buphedrone has 5HT activity?

2. Why are aephetamine and methaephetamine so unstudied? Is there any info in the hive about it?
 
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It's an active stimulant. Wikipedia says it's a NE releaser but gives no data. The main problem is that it's a positional isomer of methamphetamine and therefore illegal in the US if I remember right.

The CAS # is 53309-89-0.
 
nuke said:
It's an active stimulant. Wikipedia says it's a NE releaser but gives no data. The main problem is that it's a positional isomer of methamphetamine and therefore illegal in the US if I remember right.

The CAS # is 53309-89-0.
Click to expand...

Ahh, I looked on wiki but couldn't find anything, thanks. I guess methaephetamine would probably be purely noradrenergic too, right?


Still, any info on 5HT in regards to buphedrone guys?
 
I think the alpha ethyl has a different effect with the beta ketones making it more potent by crossing the brain barrier easier where as it has the opposite effect with amphetamine. I not sure if there will be a difference is 5HT binding though.
 
Glad to see the name aephetamine cropping up (same naming criteria as amphetamine). As stated, when te alpha chain becomes longer, it's better to go for the keto version - 1-phenyl-2-methylaminobutane is a good stimulant, but not in the meth class. The beta keto version is probably the optimum for dopamineergic/noradrenergic activity. Longer chain lengths (a la MDPV) become more dopaminergic up to 6 carbon chain where after that all activity drops off dramatically
 
I assayed it up to 180mg (in increments) but without any euphoria, just increased heartbeat. This became worrysome at the higher doses and some heart irregularities made me stop from going any higher. Just cardiovascular, almost no central effects, this compound is worthless as a recreational drug.
 
NE releaser? I could only find reuptake-inhibition activity, in the range of 4-MeO-amphetamine (ref: Eur J Pharmacol 1982, 81, p.337):

IC50-values for NE-reuptake inhibition:
(+)-amphetamine = 3,0•10^-7 M
4-MeO-amphetamine = 4,0•10^-6 M
α-ethyl phenylethylamine = 6,5•10^-6 M

That info was confirmed in Journal of Medicinal Chemistry 1982, 25(12), p.1438.

- Murphy
 
Hmm, interesting stuff. Thanks guys.

So then, the general consensus is that aephetamine is not serotonergic(or even dopaminergic I guess), and that increasing the length of the alpha chain in beta ketones decreases any 5HT activity that may have been there (ala methylone>butylone) while increasing potency (butylone>methylone). Since methcathinone is basically already devoid of 5HT activity, it's safe to assume that buphedrone is even less serotonergic, right?

Awesome, thanks for helping me straighten that out. =D

One last thing, nuke, you had mentioned that meth\aephetamine could possibly be considered a structural isomer of meth\amphetamine and is therefore illegal, but using that exact same comparison what prevents buphedrone from being viewed as a structural isomer of methcathinone, which is actually schedule I here in the US?
 
N0 W4RN1NG said:
you had mentioned that meth\aephetamine could possibly be considered a structural isomer of meth\amphetamine and is therefore illegal, but using that exact same comparison what prevents buphedrone from being viewed as a structural isomer of methcathinone, which is actually schedule I here in the US?
Click to expand...


because buphedrone has one more carbon atom than MCAT.
 
Yeah, buphedrone could be called N-ethyl-beta-oxo-N-methylphenethylamine. It would be the bk-N-methyl-aephetamine.
 
dread said:
Why, alpha-ethyl methcathinone does have 1 more carbon atom than methcathinone.
Click to expand...

and alpha-ethyl-methcathinone would be really unrelated to buphedrone, being a homologue of bk-n-methyl-phentermine.
 
and alpha-ethyl-methcathinone would be really unrelated to buphedrone, being a homologue of bk-n-methyl-phentermine.
Click to expand...

Wow, nitpick much?

Would it have made your day if I had bothered to type in alpha-desmethyl-alpha-ethyl-methcathinone? ;)
 
I think Hammi is right to be correct here. alpha-Ethyl-methcathinon IS DEFINITIVELY something different.
 
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