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I Like to Draw Pictures of Random Molecules

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THIODAFINIL (thiophene analogue of modafinil)..........

110c7ih.png


.........because the smell of asparagus just isn't strong enough! ;)
 
dzttp3.jpg


http://en.wikipedia.org/wiki/Ivabradine

The above image is Ivabadrine, heart medication but it certainly has one interesting structure. In particular the TCB-2 style (substructure) conformationaly-constrained PEA.

Makes me think does the unsubstituted conformationally constrained (as in TCB-2 style) version of PEA / Amphetamine exist?

do04g7.png


Not sure if the PEA or Amphetamine would work better? Amphetamine alpha-methyl looks like it might change orientation.
 
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Well you could call it DESOXY (3C-E has a methoxy at the 4-position btw) with the 4-methyl cyclised onto the 3-methoxy. I can see that actually working, Nichols made fly analogs of mescaline (with the 3-methoxy cyclised to the 2-position and the 5-methoxy cyclised to the 6-position and they weren't very good IIRC, this might be better.
 
cyclobutane rings to the left

switching the cyclobutane to the left you get a DMMC analogue (top) and an compound somewhat similar to IAP (maybe with more stimulant effects due to decreased size?)

34is1ox.png
 
when mephedrone got banned, everyone started adding carbons to the mephedrone molecule in an attempt to make a viable legal alternative.... afaik most of them pale in comparison to mephedrone....

instead of adding atoms though, they should have taken atoms away... mephedrone without the beta-keto would be uncontrolled, and looks a hell of a lot tastier as a stimulant.... ;) riskier legally perhaps.
 
doppelgänger said:
Any guesses what this might be like?
fff.PNG
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(from top to bottom)
1st: Probably active, if you take away the methylenedioxy it is a documented stimulant I believe - cant remember the name, it was on wiki, predict a DRI?
2nd: Not sure, ritalinic acid (similar isn't active although more polar), maybe weak, ultimately don't know
3rd: fairly sure that will have be made and active

Instead of adding atoms though, they should have taken atoms away... mephedrone without the beta-keto would be uncontrolled, and looks a hell of a lot tastier as a stimulant.... riskier legally perhaps.
Click to expand...

Well it's automatically illegal (more so in some respects as the PEA catch'all predates cathinone catch'all) in the UK. The UK was one of the biggest markets so it's no surprise the PEA wasn't looked at. ALSO highly likely such compounds were made at some point clandestinely, it's possible it was no good.
 
thenightwatch said:
instead of adding atoms though, they should have taken atoms away... mephedrone without the beta-keto would be uncontrolled, and looks a hell of a lot tastier as a stimulant.... ;) riskier legally perhaps.
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Riskier in every respect, if you ask me. Mephedrone without the beta-keto would be 4-methylmethamphetamine; one of the nastiest stimulants ever made, according to some. It circulated in Russia and Ukraine a couple of years ago. Never touched it myself, but I've heard plenty of horror stories.

The second structure proposed by doppelgänger is 2-(3,4-methylenedioxybenzoyl)piperidine. It's new to me, but the straight 2-benzoylpiperidine was mentioned by f&b in one of the stims of the future threads. I don't believe it was ever assayed. 2-Benzylpiperidine, lacking the keto function, is listed by Wiki as a weak SNRI with little recreational potential. I wouldn't have high hopes for the proposed compound.

The third is methylenedioxypyrrolidinepropiophenone (MDPPP). It's already hit the RC scene. It's claimed to be a decent stimulant, comparable to MDPV albeit less potent, active in the ~50 mg range.
EDIT: I'm being silly. Of course it's not MDPPP, there's no beta-keto. A prolintane analogue, not sure if this one's been made.
 
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4-methylmethamphetamine is class A in the UK, which was presumably the primary intended market for the meph replacements.
 
If cathinones weren't covered by the PEA ban or the amphetamine ban, then would a beta-methoxy amphetamines or even a beta-methoxy phenethylamines like BOD be covered?
 
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Also, not having the beta-keto makes them more prone to neuronal uptake, where those para substituents wreak havoc. para-methylamphetamine is quite neurotoxic, if I recall.
 
dip12 said:
1st: Probably active, if you take away the methylenedioxy it is a documented stimulant I believe - cant remember the name, it was on wiki, predict a DRI?
Click to expand...
Benzphetamine.png

Benzphetamine looks pretty similar.. but not exact. Is that the one you were thinking of?
 
Transform said:
Also, not having the beta-keto makes them more prone to neuronal uptake, where those para substituents wreak havoc. para-methylamphetamine is quite neurotoxic, if I recall.
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Indeed it is. I'm not sure whether 4-methylmethamphetamine (4-MMA) has ever been properly studied in animals or humans. Its non-N-methylated counterpart 4-methylamphetamine (4-MA) has been claimed to be a near-perfect MDMA subsititute in terms of receptor binding profile and monoamine releasing activity, and in theory, the higher lipophilicity of 4-MMA should make it even better. Ironically, it also appears to be a near-perfect neurotoxin, capable of bitch-slapping serotonergic neurons in a fashion comparable to 4-chloro- and 4-bromoamphetamines, while at the same time royally pissing off dopaminergic neurons by forming a reactive 4-carboxy metabolite in-vivo. Additionally, there is the issue of cardiotoxicity mediated by 5-HT2b agonism, as suggested in early research papers, which fortunately led to the quick demise of 4-MA and xylopropamine as appetite suppressants.

4-Methylamphetamine and 4-methylmethamphetamine were all over Moscow for a brief period in 2007. I lived there at the time (well, stayed there is a better term) and I met with a lot of people who used these drugs recreationally. Not tweakers or junkies, but students and scholars, mostly bright people who didn't mind a bit of a party. A frightening proportion of these people quickly developed serious psychiatric disorders. We're not talking tuesday blues, but anything from severe and persistent depression to catatonic states and parkinson-like dyskinesia. The majority eventually recovered, but more times than I care to count, I've heard people say that 4-MA/4-MMA turned them into a different person, that they were never really the same afterwards. The less lucky ones remain permanent inhabitants of psych wards to this day. I never touched this shit myself, thank fuck, not that I'm such a prude but because I was trying for a baby at the time.

I'm not completely sure whether 4-MA or 4-MMA (or perhaps both) was the main culprit, as there was no way of knowing what people were getting. There were two distinct designer amphetamines making the rounds; both were subjectively very similar to MDMA, but one was about half the potency and twice the duration of the other. Contrary to what one might expect, I'm fairly certain that the less potent one was the N-methylated compound, but I'm not absolutely positive. It was mostly this one which fucked peoples lives.

4-Methylmethamphetamine is a very, very nasty substance. I would urge everyone to stay well clear of ring-substituted amphetamines in general, and 4-methylated ones in particular. Even the fluoroamphetamines scare the crap out of me.
 
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