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Stimulants of the Future

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the dichlorinated desoxypipradrol should be very easy to make and probably more potent than the parent compound, right? that might get into the microgram range for a stimulant.

maybe a little on the long side, though..

also what about n-methylation or other substitutions on the piperidine ring to bring down the duration some?
 
nuke said:
the dichlorinated desoxypipradrol should be very easy to make and probably more potent than the parent compound, right? that might get into the microgram range for a stimulant.

maybe a little on the long side, though..

also what about n-methylation or other substitutions on the piperidine ring to bring down the duration some?
Click to expand...

dichlorinated both on the same phenyl or one chloro on each? I would expect both to be active, with possibly the 3,4 being more potent than the 4 4'
 
vecktor said:
dichlorinated both on the same phenyl or one chloro on each? I would expect both to be active, with possibly the 3,4 being more potent than the 4 4'
Click to expand...

I was thinking both benzene rings para-chlorinated (since it's more easily made), but i'd guess the 3,4dicl would be even more potent

if there was a subsitution on the piperidine that would allow for easier metabolic attack we might really be onto something lasting reasonable long, being fairly potent, and cheap

i guess the same goes for substitution of methylphenidate -- what about a lactone in place of the acetate group (to avoid scheduling)?
 
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nuke said:
I was thinking both benzene rings para-chlorinated (since it's more easily made), but i'd guess the 3,4dicl would be even more potent

if there was a subsitution on the piperidine that would allow for easier metabolic attack we might really be onto something lasting reasonable long, being fairly potent, and cheap

i guess the same goes for substitution of methylphenidate -- what about a lactone in place of the acetate group (to avoid scheduling)?
Click to expand...

Even easier, replace the methoxycarbonyl group of methylphenidate with an alkoxy or alkyl group. Apparently replacing said group with a propyl group gives a decent compound according to one paper I read
 
fastandbulbous said:
Even easier, replace the methoxycarbonyl group of methylphenidate with an alkoxy or alkyl group. Apparently replacing said group with a propyl group gives a decent compound according to one paper I read
Click to expand...
That paper must have been J. Med. Chem. 2007, 50, 219-232. However, they made the 4-chloro propyl derivative, which was characterized as a slow-onset, long-duration stimulant, potentially suitable as therapeutic for cocaine abuse. But that's not what you wan for recreational purposes.
 
^ The first one is effectively phenmetrazine, but with a 5-membered heterocyclic ring. The second I assume id N,N-dimethylamphetamine, which is a pretty poor stimulant in comparison to amphetamine/methamphetamine.

Not sure if the last one refers to 4-fluoromethamphetamine or alpha-ethylphenethylamine, but I've talked to a friend who's had 4-fluoromethamphet and he said ir was OK, but nowt too special. As for alphaethylphenethylamine, my personal experience with it indicated it was a stimulant, but nowhere near as strong as that article states. By adding a beta-keto group, you get about the optimum side chainchain lenth cathinone derivative (for dopamine/noradrenaline reuptake inhibition). Once you get a 5 carbon sidechain (eg like MDPV)
the action becomes more dopaminergic & less noradrenergic.

My hope actually lies in 2-phenylcyclopentylamine & the N-alkylated derivatives . Effectively a sort of incomplete fencamfamine (it has one of the alicyclic rings found in the structure of fencamfamine) with what seem to be similar effects
 
fastandbulbous said:
As for alphaethylphenethylamine, my personal experience with it indicated it was a stimulant, but nowhere near as strong as that article states. By adding a beta-keto group, you get about the optimum side chainchain lenth cathinone derivative (for dopamine/noradrenaline reuptake inhibition). Once you get a 5 carbon sidechain (eg like MDPV)
the action becomes more dopaminergic & less noradrenergic.
Click to expand...

Can you please say any references so that I could check more about SAR of that kind of compounds?

A very well respected person in that forum that disappeared in year 2004 said that his favourite stimulant was alpha-ethylphenethylamine:
"The only compound that helps me from not falling asleep during the morning (I sleep an average of 4-6 hours a night and it sometimes asks its toll) is modafinil. 150 - 200 mg in the morning helps, but it does not do more that keep you awake, it doesn't motivate me to do things.
Methamphetamine is a bit too strong for an all-around stimulant for me, like you said the euphoria is counter-productive when more motivation is the goal.
Probably the best stimulant I've tried, for both being awake and motivated without euphoria and maniac behaviour, is phenyl-2-aminobutane. it is useful as a study aid."

My hope actually lies in 2-phenylcyclopentylamine & the N-alkylated derivatives . Effectively a sort of incomplete fencamfamine (it has one of the alicyclic rings found in the structure of fencamfamine) with what seem to be similar effects
Click to expand...

Do you have any SAR also about that kind of stimulants? Thanks.
 
For the first one, I'll have to dig about, but if you ghave access to pubmed you'll probably find them before me. As to the latter, it's just intuition on my part. Look up cypenamine (approved name for 2-phenylcyclopentylamine) for info on it's pharmacology.

You could just look up the Ki values (for DAT, NERT & SERT) of say cathinone, 2'-aminobutyrophenone, 2'-aminovalerophenone etc
 
almost- said:
Some pdfs from my collection:
https://rikki.fi/tajkor/SAR_of_stimulants.rar
Click to expand...

This is interesting... I found within this .rar the file Handbook of Psychopharmacology, Vol 11 Chapter 1 Amphetamines Structure-Activity Relationships.djvu. On page 9 we find a table about the effect on N-alkylation of amphetamine on the potency. The very same table has been posted as an image here on bluelight several times. However!, the data in the tables don't match. Someone must have changed the image! For example, in the one from the book ethylamphetamine is given as 60% of amphetamine, in the image 90%.

Compare:
The file: http://www.megaupload.com/se/?d=MNE0GM19
The image: http://img118.imageshack.us/img118/682/alkylamfetaminertg7.jpg
 
Win 35065-2?

fastandbulbous said:
^ The first one is effectively phenmetrazine, but with a 5-membered heterocyclic ring. The second I assume id N,N-dimethylamphetamine, which is a pretty poor stimulant in comparison to amphetamine/methamphetamine.

Not sure if the last one refers to 4-fluoromethamphetamine or alpha-ethylphenethylamine, but I've talked to a friend who's had 4-fluoromethamphet and he said ir was OK, but nowt too special. As for alphaethylphenethylamine, my personal experience with it indicated it was a stimulant, but nowhere near as strong as that article states. By adding a beta-keto group, you get about the optimum side chainchain lenth cathinone derivative (for dopamine/noradrenaline reuptake inhibition). Once you get a 5 carbon sidechain (eg like MDPV)
the action becomes more dopaminergic & less noradrenergic.

My hope actually lies in 2-phenylcyclopentylamine & the N-alkylated derivatives . Effectively a sort of incomplete fencamfamine (it has one of the alicyclic rings found in the structure of fencamfamine) with what seem to be similar effects
Click to expand...



The first hand reports I have of found for 'WIN-35065-2' seem unrivaled.

I will be more specific.

CAS: # 74163-84-1

Chemical Formula: C16H21NO2

Synonyms:
2-beta-carbomethoxy-3-beta-phenyltropane,
(-)-2β-Carbomethoxy-3β-phenyltropane,
(beta-CPT)

Other names:
Troparil?

Thanks for any direction in advance!

- Zevon
 
You mean this?

Beta-CPT.png


I was under the impression that para-halogens on the benzene ring made them a lot stronger? P-f seems the most potent...
 
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