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TNBOMe (HCl) / N-BOMe-Tryptamine HCl /

keskoe

keskoe

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2-(1H-Indol-3-yl)-N-(2-methoxybenzyl)ethanamine, N-BOMe-Tryptamine HCl, TNBOMe (HCl)

Was given a sample and unsure on how to proceed with researching. Most likely will start in the microgram quantity when the time comes.
Minimal discussion has had people say it's probably not active. N-BOMe's scare me (was sold some as LSD when I was younger and tainted my opinion on them).

HNMR-Spectra pdf linked here.

Pubchem link: https://pubchem.ncbi.nlm.nih.gov/compound/1988048
ChemSpider link: http://www.chemspider.com/Chemical-Structure.1511014.html
 
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The O lone-pairs of the methoxy in your compound overlays the O lone-pairs in LSD. The benzene ring is lipophilic and space-filling. Looks safer than the NBOMe family but still go slowly.

Now it has 4 rotatable bonds and that secondary nitrogen is unexpected but most probably tells clever people where the N: is going to bind. Also no alpha carbon so it's achiral.

I predict that adding a 7-methyl will be a very good derivative to test.
 
realgar said:
Yes, of course.
Click to expand...
Sweet!! This should be really cheap and relatively easy to make.

I was wondering why they didn't make the 5-MeO version but apparently the plain N-benzyl is an antagonist. (https://pubmed.ncbi.nlm.nih.gov/5308828/)

Here is an interesting article about N-benzyl-5-MeO-Tryptamines. Apparently with this series the 3 position is where it's at for substitution. With the benzyl 2-OMe only producing a head twitch response at 10 and 30 mg/kg. (https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4505863/)

So if this is active it might not be ultra potent like the NBOMe-PEA's. Very interesting. Please keep us informed!
 
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simstim said:
Sweet!! This should be really cheap and relatively easy to make.

I was wondering why they didn't make the 5-MeO version but apparently the plain N-benzyl is an antagonist. (https://pubmed.ncbi.nlm.nih.gov/5308828/)

Here is an interesting article about N-benzyl-5-MeO-Tryptamines. Apparently with this series the 3 position is where it's at for substitution. With the benzyl 2-OMe only producing a head twitch response at 10 and 30 mg/kg. (https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4505863/)

So if this is active it might not be ultra potent like the NBOMe-2-PEA's. Very interesting. Please keep us informed!
Click to expand...
Actually they do have 5-MeOT-NBOMe (HCl) but my guy decided not to get it.

Only have a half gram to trial. Hope it isn't tooo weak!
 
Cwest said:
have you tried it yet?
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Unfortunately not, life has been a wild roller-coaster of people around me having their lives flipped upside down.
Been on care duties for too long now!
Hopefully sometime during July I'll have free time to at least begin dosing in the lowest of low.
Let's just pray nothing else goes wrong and delay the trials
 
You still may very well be running into the same problems all of the other mono-N’-substituted tryptamines have with first-pass metabolism.

This is probably where the speculation that this would be inactive would be coming from.
 
fm3 said:
You still may very well be running into the same problems all of the other mono-N’-substituted tryptamines have with first-pass metabolism.

This is probably where the speculation that this would be inactive would be coming from.
Click to expand...
No you wouldn't, this is certainly resistant to MAO
simstim said:
Sweet!! This should be really cheap and relatively easy to make.
Click to expand...
You know what else could be made from tryptamine? DMT — why the hell bother with this
 
pubchem.ncbi.nlm.nih.gov

2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine

2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine | C18H20N2O | CID 1988048 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.
pubchem.ncbi.nlm.nih.gov pubchem.ncbi.nlm.nih.gov

Buy 2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine | 418781-81-4 | BenchChem

Benchchem offers qualified products for 2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine (CAS No. 418781-81-4), please inquire us for more detail.
www.benchchem.com www.benchchem.com

I doubt it's active orally, at least without MAO inhibition but it's certainly nice to see people rejecting the 5-MeO moiety as this seems to produce pressor amine activity which is unpleasant and sometimes dangerous, even fatal side-effects.
 
SpiralusSancti said:
Maybe cuz it’s legal? Or maybe cuz it’ll turn out to be interesting substance?

I hope we find out pretty soon is it worth it..
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Well everything should be explored, but I am skeptical. There hasn't been anything interesting on the psychedelic front since Shulgin, or at the very least since the discovery of NBOMes in the early 00s

And you can't just extrapolate from phenethylamines that this compound would be even active, I don't think the tryptamine nitrogen even interacts with the same amino acid residues than the phenethylamine nitrogen
 
Skorpio said:
What evidence do you have for this statement?
Click to expand...

Actually, no, while tertiary amines are MAO substrates, I don't think secondary amines are. So while liver enzymes will rapidly N-debenzylate (unless that ortho methoxy somehow influences things), I don't think it IS an MAO substrate.
 
AlsoTapered said:
pubchem.ncbi.nlm.nih.gov

2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine

2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine | C18H20N2O | CID 1988048 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more.
pubchem.ncbi.nlm.nih.gov pubchem.ncbi.nlm.nih.gov

Buy 2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine | 418781-81-4 | BenchChem

Benchchem offers qualified products for 2-(1H-indol-3-yl)-N-(2-methoxybenzyl)ethanamine (CAS No. 418781-81-4), please inquire us for more detail.
www.benchchem.com www.benchchem.com

I doubt it's active orally, at least without MAO inhibition but it's certainly nice to see people rejecting the 5-MeO moiety as this seems to produce pressor amine activity which is unpleasant and sometimes dangerous, even fatal side-effects.
Click to expand...
You reckon I should be trying with an MAOI (do have some harmala/harmine sitting around somewhere)? Or vaping? I feel like I've never heard of anyone vaping NBOMe's though!
Any ROA recommendations are appreciated. Sublingual? Intranasal perhaps?
 
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