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I Like to Draw Pictures of Random Molecules

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Not even sure if this one is isolabe.

1-(4-methylphenyl)-1-thioxo-2-methylaminopropane.png
 
Not even sure if this one is isolabe.

1-(4-methylphenyl)-1-thioxo-2-methylaminopropane.png

This; also, can be easily obtainable by P4S10 and the corresponding ketone
if solubility of the sulfide is a problem there is also a better (and more expensive) choice of Lawesson's Reagent
by just ---snip: no synthesis discussion =D ---

That looks very much isolatable and I predict it to have an intense "color"; (of conjugated-aromatic thioketone)

Solipsis said:
That's what I try to explain when people design a molecule with that Hemiaminal or Aminal in them, thanks for re-emphasizing that.
 
Reverse ester, I like it!

I think this one is definitely active as well:

3-%5B2-(Dimethylamino)ethyl%5D-4-indolone.png
 
Reverse ester, I like it!

I think this one is definitely active as well:

3-%5B2-(Dimethylamino)ethyl%5D-4-indolone.png

That is the (even by shulgin) suspected psilocin hydrolysis product, via (acid but better base catalyzed) oxidation and loss of 1 and 4 position H's.

It is also believed or even observed to be reduced back by vitamin C (blue-black discoloration of this compound or complexes formed betray its presence rather obviously it seems).
This and other sensitive tryptamines are widely seen crapping, in the case of 4-acetoxy esters the acetoxy is also found winding up at the 1-position, I think in the process of oxidation of the tryptamine and partial reversal of that process but with the acetoxy ending up on the other end.

Considering people have consumed moderately crapped tryptamine solutions and found pretty much no loss in activity, the above compound is either active itself or upon achieving the same equilibrium with psilocin under physiological conditions as when consuming psilocin itself there is possibly just little difference in the end result. Would be interesting to see if parenteral ROAs lack activity circumventing GI conditions.
However it may be subject to further degradation, which in that case should be expected to lead to products losing activity... eventually. From pseudocrap to actual crap.
 
okay, if the problem is similar to acetal hydrolysis, maybe a ring constrained version of some sort might work? the methylenedioxy group in MDMA et cetera is an acetal as well so maybe something like this yould work. more "oxo-amphetamines": ;)

210hh7b.png

25rysg6.png


ps: can anybody recommend me a good freeware molecule builder. the one I use kind of sucks. :)
 
This; also, can be easily obtainable by P4S10 and the corresponding ketone
if solubility of the sulfide is a problem there is also a better (and more expensive) choice of Lawesson's Reagent
by just ---snip: no synthesis discussion =D ---

That looks very much isolatable and I predict it to have an intense "color"; (of conjugated-aromatic thioketone)


That's what I try to explain when people design a molecule with that Hemiaminal or Aminal in them, thanks for re-emphasizing that.

Hemiaminals would be a pretty bad plan since they are not so stable, but aminals like acetals should be kinda stable though. They'd be sensitive to acids, but when eaten I guess some of the aminal/acetal will hydrolyse to "hemi's" BUT of course this is different from starting out with a hemi drug, cause there is an intramolecular equilibrium reaction.
Worse though is that CYP P450 enzymes metabolize methylenedioxies to catechols which fortunately get O-methylated by transferases otherwise it would be Neurotoxicity eh City. I think your drug then better be quite active so that the metabolism can be afforded. I believe only a fraction of the already tiny standard doses of LSD make it to the body and it still rules, so it goes to show it can all be fair game. But it just seems like a bad plan to start out with aminals and acetals if you are just designing drugs and have other options, stacking the odds against you. That's the point imo. MDMA was not designed intentionally with the methylenedioxy at all - in fact it was some iirc agraric industrial compound that was sort of rediscovered as a drug.

Toxicologically speaking, if you are going to design instable linkages - the more unstable it is the more you better account for the other formations of your compound - as part of degradation under certain conditions, so that's on top of metabolic problems.

@ other post: I thought ethcathinone was pretty bad

Also bagseed... tolazoline analogue?

Hey @ that 5-sub tryptamine... I wonder, is 5-AcO-DMT a thing, thought of / tried or a possibility I mean?

edit:

DR. GESSNER: We do have some preliminary data which make us
believe that the reason bufotenine is not found to be active is because it
simply does not get into the brain. If you put an O-acetyl group on it, it gets
into the brain, and then it's hydrolyzed back to bufotenine. It's quite active.

Sounds like it, from the guy who wrote 2 articles on it..
 
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okay, if the problem is similar to acetal hydrolysis, maybe a ring constrained version of some sort might work? the methylenedioxy group in MDMA et cetera is an acetal as well so maybe something like this yould work. more "oxo-amphetamines": ;)

210hh7b.png

25rysg6.png


ps: can anybody recommend me a good freeware molecule builder. the one I use kind of sucks. :)

The benzodioxole system is unlike normal acetals. It is much more stable. Benzodioxole is completely planar, suggesting that aromaticity is involved which contributes to its stability. It doesn't hydrolyse to catechol and formaldehyde.
 
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