3,3-Diphenylcyclobutanamine

[Phener]

Wikipedia always surprises me, seems SOMEONE might be on the prowl for the next BIG RC.

3,3,-Diphenylcyclobutanamine is a psychostimulant drug which was originally prepared as an antidepressant in the late 1970s.[1] It appears to inhibit the reuptake of serotonin, norepinephrine, and dopamine, and may also induce their release as well.[1] The N-methyl and N,N-dimethyl analogues of the compound are also known and are more potent.[1] All three agents produce locomotor stimulation in animal studies, with the tertiary amine being the strongest.

Antidepressant agents. 9. 3,3-Diphenylcyclobutylamines, a new class of central stimulants.
Carnmalm B, Rämsby S, Renyi AL, Ross SB, Ogren SO.

Abstract
3,3-Diphenylcyclobutylamine (4), N-methyl-3,3-diphenylcyclobutylamine (6), and N,N-dimethyl-3,3-diphenyl-cyclobutylamine (7) have been prepared and tested as potential antidepressant agents. The secondary (6) and tertiary (7) amines strongly decrease the accumulation of NA and 5-HT in brain slices in vitro and in vivo. The cyclobutylamines also cause motor stimulation. The most potent compound in this respect is the tertiary amine 7. The increase in locomotion is not blocked by pretreatment with phenoxybenzamine, methergoline, or alpha-methyltyrosine. Pretreatment with pimozide or reserpine reduces the hyperactivity induced by 7. This hyperstimulation seems to be caused by a mechanism of action which differs from that of amphetamine. 7 may cause increase in locomotion by release of dopamine from granular stores.

 

[Jamshyd]

This reminds me of desoxypiperadol. I think the fact that it is serotonergic will make it just-another-mediocre-stimulant.

I must say though, this is the coolest-looking structure since PCP

 

[nuke]

The cyclobutane ring is not the most stable moiety in the textbook. Increases in locomotor stimulation are also not necessarily great things, for instance caffeine does but is an ugly stimulant. The research in the OPs post indicates it is an NDRI/SSRI with I'm guessing a greater effect at norepinephrine if it's causing some much motor activity.

 

[Phener]

yeah as expected probably a load of rubbish HOWEVER more relevant is the fact that these compounds KEEP poping up on wikipedia even before bluelight. I am guessing anything consider to bad to be useful is published! 8) Hmm possibly I am exagerating,

El3ctr0nika - sounds like a bluelighter or drug-discussioner

[edit - I am overspeculating, indeed I recognise the picture from I think bluelight, nice one!]

 

[(zonk)]

if it is a releaser of serotonine aswell it may be pretty cool altho 4-methylamphetamine does all this aswell except SSRI, this seems to be very original in that n,n-dimethyl is usually the least active reminds me of TCB-2 kinda in that the n-methyl adds to serotogenic activity

 

[hamhurricane]

Increases in locomotor stimulation are also not necessarily great things, for instance caffeine does but is an ugly stimulant.

I have read at least one post from you, if not more, extolling the virtues of caffeine! I have said it before and I'll say it again caffeine is better than 75% of the stimulants which appear as RCs. Back on topic I would not be surprised in the slightest if this compound or its N,N-dimethyl tertiary amine analog are worthwhile stimulants and its nice they have a bit of toxicological testing behind them. still if one were to investigate biphenylated stimulants i would be more interested in the desoxypipradrol analog with the 3-hydroxy quinuclidine ring!

EDIT: also the similarity to sibutramine is interesting, i have always wondered about the potential of ß-cyclobutyl-amphetamines

 

[Jamshyd]

This also looks a bit like Budipine, an NMDA-antagonist:

And the fact that both have similar features Lefetamine and other NMDA-antagonists, chances are it too has similar properties...

 

[Moredopamine]

Why would this molecule in particular be a notable candidate for the next big RC?


Also, I agree caffeine gives a good percentage of RC stims a run for their money. And I'm not even factoring the long term safety among other benefits.

 

[Jamshyd]

Who said we are talking about "the next big RC"? If so, let me know as I'd like to delete all my posts in this thread (and then go puke).

EDIT: Oh wait, you're refering to the OP.

Ugh, this truly is sickening.

 

[fencamfamine]

US Patent 3988448

 

[Smyth]

No, I would recommend that this would be a good drug, worth experimenting with.

Cyclobutane rings are ok and well suited to drug molecules, c.f. sibutramine.

 

[nuke]

I have read at least one post from you, if not more, extolling the virtues of caffeine! I have said it before and I'll say it again caffeine is better than 75% of the stimulants which appear as RCs. Back on topic I would not be surprised in the slightest if this compound or its N,N-dimethyl tertiary amine analog are worthwhile stimulants and its nice they have a bit of toxicological testing behind them. still if one were to investigate biphenylated stimulants i would be more interested in the desoxypipradrol analog with the 3-hydroxy quinuclidine ring!

EDIT: also the similarity to sibutramine is interesting, i have always wondered about the potential of ß-cyclobutyl-amphetamines

Yeah, I abuse caffeine much harder than any illegal stimulant I've encountered (smoked it, plugged it, used it sublingually, snorted it and consume it on a regular basis), as it tends to enhance my ADHD rather than suppress it. It's a lot of fun, I just wish tolerance didn't build so quickly, especially as far as fatigue removing effects go. It's a lot more fun than most of the illegal stimulants and doesn't give any relaxing effect/warm rushes/that sort of irritation.