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N-propylamphetamine

Zechowi

Greenlighter
Joined
May 5, 2008
Messages
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Dear Bluelighters,

I came across here to gather informations about the rare substance N-propylamphetamine (CAS# 51799-32-7) As far as I know it was used as a reference standard in the research of amphetamine metabolism. But thats hardly all I could find.

So does anyone have informations on potentcy, toxicity, recreational value or are there even experiences in practice out there?

Thanks in advance for your valued comments!
 
Iirc, ethyl and propyl-amphetamine are highly recreational, prefered to (meth)amphetamine by some, similar potency to amphetamine by weight, less potent by weight than meth.
 
has the branched chain compound N-isopropyl amphetamine been tasted?
 
I'm assuming that all of these would lose much of their adrenergic properties. correct?
 
they're lessened as well, AFAIK. Though the ratio at which they're lessened is the important question. If it tilts in DA's favor, then you'll have more room to increase the dose w/ less adrenergic effects.
 
I believe that ethylamphetamine has been quoted as being equal to amphetamine proper in potency. The fact that it is metabolized to amphetamine itself probably does not hurt. All in all, it is likely less neurotoxic than methylamphetamine. I would bet that propylamphetamine is right on the border of DAT substrate/inhibitor, as most bulky N-substituted amphetamines are DAT inhibitors. Perhaps they bind to the substrate site, but they are too sterically hindered to be actually transported, so they kind of throw the DAT into limbo. The isopropyl analogue almost has to be a DAT inhibitor, rather than an amphetaminergic substrate. Perhaps it too is metabolized to amphetamine proper, so it would function as an amphetamine pro-drug, like benzphetamine or amphetaminil. It is a shame that ethyl- and propyl-amphetamine were relegated to Sched I a priori, they would be really interesting to study. Hell, ethylamphetamine might make a great anti-ADD medication.
 
Riemann Zeta said:
I believe that ethylamphetamine has been quoted as being equal to amphetamine proper in potency. The fact that it is metabolized to amphetamine itself probably does not hurt.
It's sometimes quoted as somehow equipotent, sometimes slighty superior.

Riemann Zeta said:
All in all, it is likely less neurotoxic than methylamphetamine.
Could you explain just a bit further, plz, why do you think that? As I understood it, toxicity goes Amp < Meth, so in this case a N-alkyl makes it more toxic. Why is the N-propyl now less toxic again, albeit the N-alkyl residue is still there (just longer)? Or maybe in other words: What makes meth this toxic, from the structural point of view?

Thx a lot! PEACE!

Murphy
 
AFAIK:
* More 5-HT release.
* Better VMAT2 ligand, so causing greater DA release into cytoplasm so more DA autooxidation occurs, thus generating reactive superoxide species.
* More effective DAT inhibitor, causing more of the above.
* Excessive Ca2+ influx mediated excitotoxicity of glutamate receptor bearing neurons.
 
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Metabolically, I would wager that methamphetamine --> CH3OH + amphetamine, ethamphetamine --> CH3CH2OH + amphetamine, and n-propylamphetamine --> (n)-propyl alcohol + amphetamine. This would explain the relative neurotoxicities of each to a degree.

Of course, I am aware that other metabolites of each of those amphetamines include unchanged drug, para-OH amphetamine, benzoic acid, phenylpropanolamine, and phenyl-2-propanone.

(As for N-isopropylamphetamine, I've read that it causes unwanted cardio hypertensive sequelae. As such, I would avoid it.)

Personally, I would love to get my hands on some N-ethyl or
N-(n)-propylamphetamine, but I feel sure the most effective dosage would have to lie somewhere between 200 to 300 mg each.

For that matter, 300 mg of Adderall (mixed amphetamine salts) is hard to beat. Why bother, then, other than for the novelty factor?
 
Holy batshit batman, 300mg of dl-amphetamine is way, way too much. As for the theory of metabolism to various alcohols causing neurotoxicity, I doubt that has much to do with the actual mechanism, just because the amount of an alcohol generated would be so small.

I forgot about the beta-adrenoreceptor activity of N-isopropyl-phenethylamines. N-isopropylamphetamine would probably be some nasty shit, considering that. As for the ethyl and propyl analogues, well, I'm not sure if they would be all that much better than the original classic dextroamphetamine, but they would still be interesting to investigate. I bet (S)-ethylamphetamine is really nice and smooth (at least from what I have heard, it sounds nice).
 
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>>For that matter, 300 mg of Adderall (mixed amphetamine salts) is hard to beat. Why bother, then, other than for the novelty factor?>>

Because adderall and similar preparations have a greater jitter to focus and euphoria ratio than other stimulants. And if you want to throw empathogenesis into the mix, well, then, the options further flower.

I'm pretty sure that 300 mg adderall would kill me....well, put me into the LD50 for humans, and I don't like those odds. :)

ebola
 
W T F?


20mg Adderall is PLENTY for me. I'm fucking wound for sound for 8 hours on a single 20mg pill, grinding teeth and tapping my feet. And I like my MDMA or methylone in the 300mg+ dose range.
 
I have seen MDA,MDMA & MDEA being produced for the clandestine market, but never MDPA so I am assuming it needs a bigger dose and isn't so much of a kick. MDMA->MDEA is a BIG drop in both potency and qualitative effects I(for me at least). I also noticed that the hangover (tuesday blues) was markedly less. I would imagine a mixtue of,say, 150mg of MDPA and 60mg of MDA would make for a good substitute. Of course, I mean the optically pute isomers.
 
Well, MDA is more euphoric and neurotoxic than MDMA. MDMA is more euphoric and neurotoxic than MDEA. I can't imagine MDPA being a particularly worthwhile recreational drug... I'm picturing it being about as fun as BDB.
 
from PiHKAL,
MDPR #118 page 753:

"(with 200 mg) There are the slightest hints of physical response, mabe a smidgin of lightheadedness at the one hour point. Perhaps a slight teeth clench. Certainly there is no central mental effect."

The next few pages go on to say how that MDPR followed by LSD intensifies both.

And also from PiHKAL,
MDIP #108 page 732:

"(with 250 mg) At 35 minutes there was an extremely slight head disturbance which increased over the next few minutes. I would have missed it if there had been any sensory input at all. At the one hour point there was a slight physical malaise, but no 'open window' or any kind, either like MDMA or like LSD. At the most, this was a threshold, and in another half hour, I was completely baseline."
 
I forgot that the Shulgin abbreviation for 'MDPA' was MDPR and we had a PiHKAL entry for it.
 
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