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I Like to Draw Pictures of Random Molecules

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I can't remember where I read it, but I read somewhere that the reason why 25i-NBOMe is not active orally is because it is cleaved during first pass metabolism, essentially leaving you with extremely small amounts of 2C-I. My thought is that if the 25i-NDMT was consumed orally, if it would be broken down in metabolism to 2C-I and DMT
 
DMT isn't active orally either, though, so if thats your goal.... may as well just make 2C-I

the molecule you pictured would make 4-Methyl-DMT tho
 
Except 2C-I is a controlled substance. That's the whole reason I drew this up.I agree though. Since that would break down to 2Ci and 4-Me-DMT (which I read wasn't very pychoactive) could that be redrawn to breat down into 4-Aco-DMT or 5-MeO-DMT? Because that would be beautiful. The combination of 2CI and 4-Aco-DMT is beautiful.
 
Perhaps this maybe?
25i-N4acoDMT.jpg
 
^^ your acetyl group is missing a carbon

now you've got to do some molar conversions to see what the relative ratio of 2C-I to 4-AcO-DMT is :)
 
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atara said:
That tricyclic thing looks interesting, it's got so many weird moieties but it looks stable to me, and why not? Good luck synthesizing it though!
Click to expand...

I see now that I put one of the oxygens in the wrong place. I tried to make a cross-over from MDMA and MMDMA but wanted to keep the hydrogen acceptor.

Without going into synthesis I was thinking of CH2I2 and a base, but I don't know. I think the only nitrogen substituent I've seen is 2C-N.
 
Mol ratio is 1.2469 of 2C-I to 4AcODMT. I guess I should put that missing carbon in there and send it off to the lab for synthesis. Anyone wanna try it first?
 
I'm sure someone must have already thought of 2c-AL but I can't find anything about it:

347k9aw.jpg


Interestingly if you cyclicise the two methoxys to make a FLY compound, it's totally UK legal:

2qmjgh2.jpg
 
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I would be interested in seeing 2C-AL be studied a little more. Considering the activity of 2C-P, Allylescaline, and Methallylescaline, something tells me that this one could be a real winner. 2C-AL-FLY and/or 2C-AL-DragonFLY might also be real interesting compounds. Someone get synthing, immediately!

Correct me if I'm wrong, but wasn't Shulgin working on a book of allyl-subbed Ts and PEAs?
 
He was working on n, allyl tryptamines (DALT, NALT, MALT, EALT, PALT, IALT, etc)

Talking of which, why allyls and no vinyls?

4-HO-DVT

335777c.jpg


5-MEO-MVT

29ygvie.jpg


n,n-EVT

c4ye0.jpg


And finally returning to my 4-sub phenethylamine question, why has nobody made 2c-v?

293fy3q.jpg


Edit: looking at the 3D structure, 2c-v is pretty similar in shape to 2c-t. I don't know much about SAR but this would seem to suggest that 2c-v-2 would be worth exploring. No?

2c-v-2

2ptqfch.jpg
 
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You can't have a vinyl tryptamine, it isn't stable. If such a compound were attempted, tautomerization will result in a resonance between the amine & the imine, and the imine is unstable and tends to hydrolize, breaking down to a lower order amine and acetaldehyde. In the case of your compounds, you would end up with:

4-HO-DVT -> 4-HO-T + 2x Acetaldehyde
5-MeO-MVT -> 5-MeO-NMT + Acetaldehyde
EVT -> NET + Acetaldehyde
 
Str said:
I like cyclobutanes. Sorry if any is a repost.

120jn1f.gif
Click to expand...

I don't think the top one would be active, because you can't put a alpha-methyl on a cyclobutane, it locks the alpha methyl in place. According to Solipsis anyway.
Acually I don't know what you are trying to make, psychedelic or stimulant? putting a methyl on the nitrogen (making them secondary or tertiary amines) will leave them inactive as psychedelics. But I don't think they will be stimulants instead.

Take the third one from the top, it`s basically N-methyl-bk-2C-G-2. The N-methyl will make it inactive as a psychedelic, and the beta ketone will cause it to dimerize if the the N-methyl wasn't there. Remove it and you have 2C-G-2 ;)

I like the look of the bottom one. Looks a bit like something I was drawing a while ago. Might post some of them later.
 
Fagott said:
I don't think the top one would be active, because you can't put a alpha-methyl on a cyclobutane, it locks the alpha methyl in place. According to Solipsis anyway.
Acually I don't know what you are trying to make, psychedelic or stimulant? putting a methyl on the nitrogen (making them secondary or tertiary amines) will leave them inactive as psychedelics. But I don't think they will be stimulants instead.

Take the third one from the top, it`s basically N-methyl-bk-2C-G-2. The N-methyl will make it inactive as a psychedelic, and the beta ketone will cause it to dimerize if the the N-methyl wasn't there. Remove it and you have 2C-G-2 ;)

I like the look of the bottom one. Looks a bit like something I was drawing a while ago. Might post some of them later.
Click to expand...

Thanks!

I was going for stimulants except the cyclobutane-DMT one.

The third one was like a cyclized 3,4-DMMC. While on the subject, let's talk about the dimerization. I can see how this happens in solution, especially in acidic solutions like in your stomach. But storing this, as a salt, should not cause b-keto amines to dimerize right? So any parenteral ROA should work. Also, the formation of the ketimine in the condensation is reversible. The problem is it's bidentate so it's pretty favorable entropically but since you have alot of water in your stomach maybe this evens up?
I haven't looked in to it very much but are there any trials with oral cathinones? I know khat, which contain cathinone, produces stimulation but since it's supposed to be chewed maybe it's absorbed sublingually.
 
ktp said:
maybe because its metabolic epoxide causes cancer ?

en.wikipedia.org/wiki/Styrene_oxide
Click to expand...

P-450 would turn it into the epoxide which, being a benzylic and a good electrophile, is not something you want in your body. The option would be to use allyloxy like in allylescaline. This one ("2C-OAl") is prone to Claisen rearrangement though and I found an old article from '58 showing a hammett plot with EDGs increasing the reaction rate. And since you have two methoxys maybe this could happen at 37 C? The product would be 3-allyl-2,5-dimethoxy-4-hydroxyphenethylamine.
 
Ive fixed it by adding the missing carbon atom. Now the question I have is, without getting into the details of synthesis since I'm pretty sure that's against the rules, would it even be possible to synthesize this?
25i-N4acoDMT.jpg
 
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