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Novel stimulant compounds (perhaps with less spam than the 'stims of the future')

I like modafinil too. It is certainly not as effective as the amphetamines for ADD and it seems to lose some of its magic after a few doses, but it is great for its originally intended purpose: maintaining cognition and sentience in times of little sleep. For people without ADHD, modafinil might be a perfect stimulant choice, as it counters the effects of sleep-dep, without over-tweakage (which, as we all know, can range from motor stereotypy to flat out mania).
 
I just saw that compound (zylofuramine) on wikipedia the other day and was about to post questions about it. Now, we all know that wikipedia can be utterly full of shit sometimes, so the question(s) is/are: is this a real stimulant compound, has anyone heard of it, tried it, etc? While I have never tried it, I love the idea of (d)-ethylamphetamine and have heard nothing but good reviews about it. I am really wondering what purpose that THF moiety is, though. Generally, as one increases the length of the aliphatic chain at the alpha position, the compound gradually becomes a DAT inhibitor, rather than a substrate. Of course, the same is true about bulky, aliphatic groups on the nitrogen. So, is this baby a monoamine transporter inhibitor or an amphetaminergic substrate?
 
We can make SAR guesses...as speculated probably more of a DARI than a releaser..notably initially pursued primarily for its anorexigenic qualities

or if anyone can access:

Arch Int Pharmacodyn Ther. 1963 Dec 1;146:392-405.Links
ALPHA-BENZYLTETRAHYDROFURFURYLAMINES--A NEW SERIES OF PSYCHOMOTOR STIMULANTS. III. THE PHARMACOLOGY OF D-THREO ALPHA-BENZYL-N-ETHYLTETRAHYDROFURFURYLAMINE (ZYLOFURAMINE).HARRIS LS, CLARKE RL, DEMBINSKI JR.
PMID: 14099588 [PubMed - OLDMEDLINE]

other than synth and try it of course,LOL
 
I'm sure it's a real compound:

Arch Int Pharmacodyn Ther. 1963 Dec 1;146:392-405.

ALPHA-BENZYLTETRAHYDROFURFURYLAMINES: A NEW SERIES OF PSYCHOMOTOR STIMULANTS. III. THE PHARMACOLOGY OF D-THREO ALPHA-BENZYL-N-ETHYLTETRAHYDROFURFURYLAMINE (ZYLOFURAMINE).

HARRIS LS, CLARKE RL, DEMBINSKI JR.

Sounds like a pain in the ass paper to dig up, though.
 
Nice find, there are obviously still a few forgotten ones left.
One would guess that many had to sucumb to the almighty sulfate=D
This one is from old Sterling-Winthrop, can't find the patent....
But instead of digging in the shelfs at the library try the digital archive
at J. Med. Chem. 1962, 5, 77-95 that states that:

"The activity of the parent compound, a-benzyltetrahydrofurfurylamine
(11-la), was markedly less than that of dl-amphetamine.
Methylation of the nitrogen atom of this compound, however, greatly
increased its activity. This methylated compound, 11-2, was separated
into its erythro (11-2a) and threo (11-2b) forms. The threo
compound was about twice as active as the erythro compound and
had an activity equivalent to that of dl-amphetamine. This is illustrated
in Fig. l where the log-dose response curves for both 11-2b
and dl-amphetamine are plotted. The curves are so nearly superimposable
that 11-2b data had to be-displaced by half a unit in order
to make the graph legible.
When the methyl group on the nitrogen atom of 11-2 was replaced
by an ethyl group, the activity was nearly doubled. Again erythro
(IT-4a) avd thrpo (IT-4h) formq were isolated and the threo form proved
to he the more active."
 
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^

the above appears to be implying a potency of ~2x d,l-AMPH

though i recall N-ethylation usually in most PEA structures is the opposite or about half of the N-methyl variant

that rule may not apply here though with this bulky alpha-THF group

seems appetizing offhand :)
 
I'll have to check, but I'm fairly sure that this is one of the compounds fed to my rats & seeing that it's not controlled it's pretty much a certainty that I'll have tried it at least once (had to sign & account for every milligram of the controlled anorectics, so they didn't get the taste test - well at least the schedule 2 compounds!).

Hell I couldn't go giving things to my rats without making sure it was safe myself! =D
 
bk-benzphetamine

What about the beta-ketone analogue of benzphetamine?

I would guess such a compound would be legal as well.
 

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The zylofuramine seams to be as elusive as the old 3-benzhydrylmorpholine.
It has a generic name (zylofuramine) yet no record of marketing, although like many other mysterious compounds it seams available in China.
There are records indicating that it went to clinical trials, but then nothing....

Well here are the patents (not that they contain much info)
zylofuramine US3194818, US3091621
3-benzhydrylmorpholine US2947749, US2993895
 
Reminisant B said:
What about the beta-ketone analogue of benzphetamine?

I would guess such a compound would be legal as well.
Click to expand...

For U.S., yes, legal in the abstract sense of the law and how it is written as there are many Sched III and IV compounds that can be positively tweaked and then are neither themselves scheduled of course distinctly and not subject to the CSA analogue laws of the Sched I and II

In practice though who is to say if th law will hold as written and in its clear logical sense of the absolute written word of the law defining the law distinctly
 
^Totally agree, in the US wouldn't go near the stuff thinking it could be classed as legal as its obviously a clear analogue of benzphetamine. Couple that with what happened to RC companies it's just not worth it.

UK law however is slightly different. The PEA catch all clause has to be stretched quite a bit for it to encompass cathinone derivatives so not sure.:\ Although maybe the MHRA can claim "ketones" are all medicinal products akin to what happened with "piperazines" are all medicinal products.

I'm sure it won't be long though before the UK gets it's own nasty and crude analogue law, especially with the massive increase in legal highs floating around.
 
actually that it is a clear analogue of benzphetamine which is sched III and not of any sched I or II it is technically legal...but again, how braod they want to interpret (yet in reality misinterpret) the wording of the law is up to the discretion of the powers that be

the UK can if desired stretch their laws as well and in the end no one is fighting for "drug users/pushers" so in and of that one could expect an ease of prosecution

'Legal High' stuff is totally not legal; RC approach is far more credibly legal, but sold sched I and II direct analogues which are not suitable for RC (unless one actually had a license to do so, which of course is not the case)
 
The PEA catch all clause has to be stretched quite a bit for it to encompass cathinone derivatives so not sure.
Click to expand...

Stretched so far it would break! Any half compitent organic chemist would rubbish any attempt to include the cathinone derivatives as they (the Home Office) set a precident by deciding that BOD & relatives were outside the scope of the 1977 modification order and had to be specifically named when they made everything in PIHKAL a controlled drug. If a beta-methoxy group isn't covered then there's no way a beta-keto group can be...
 
Desoxypipradrol has me extremely interested lately.

I really like that I've heard a lot of people say it has less physical side effects than other stimulants. Does this include the anorexic effect being lessened as well?


What I haven't really heard is, how does it compare to other, more common stimulants? Obviously not in length since its a champ in that respect, but in how strong the euphoria/racing mind aspects are.
 
fastandbulbous said:
Stretched so far it would break! Any half compitent organic chemist would rubbish any attempt to include the cathinone derivatives as they (the Home Office) set a precident by deciding that BOD & relatives were outside the scope of the 1977 modification order and had to be specifically named when they made everything in PIHKAL a controlled drug. If a beta-methoxy group isn't covered then there's no way a beta-keto group can be...
Click to expand...
I suppose this works if you're a chemist...

But pharmacologically, it seems like its ok to call something a phenethylamine as long as it retains "phenethylamine" effects. So yes, LSD is a phenethylamine (as well as other things), but morphine isn't (even though it has the meth structure embedded in it).

I certainly have always seen the connection, even in terms of "feeling", between the beta-ketones and the other phens (the former being a thousand times poorer IMO).

Or not?
 
TheHappyChemical said:
Desoxypipradrol has me extremely interested lately.

I really like that I've heard a lot of people say it has less physical side effects than other stimulants. Does this include the anorexic effect being lessened as well?


What I haven't really heard is, how does it compare to other, more common stimulants? Obviously not in length since its a champ in that respect, but in how strong the euphoria/racing mind aspects are.
Click to expand...

Think of it as methamphetamine's quiet little brother and you'll get a fair approximation IMO
 
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