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Interesting 3-ringed PEAs

I heard mention of the 4-ethoxy-3-methoxy and 3-methoxy-4-ethoxy analogue. But don't recall mention of the 2C-B analogue. But that does make for an interesting idea!.

As for the other, I recall hearing that this indole (obviously an isomer of 5-MeO-DMT) was active.

5meodmt_isomer.jpg


Vanadium said:
hey !

Nice idea ; I thing the magic 3-alkylated coumpouds might be more expored. I was thinking about a Cyclic analog of 2C-T-2 : un cross between 2C-G-3 and 2C-T-2 ; i'm dreaming about a new phenethylamine with the long peaceful effect of 2C-G-3 (as descripted in PiHKAL) with the magic activity of sulfur-atom in position number four ; but this is just a dream, of course =D .

Shulgin talk about others 3-methylated known-2C-x such as 3-Me-2C-E (2C-G-12), 3-Me-2C-B, ...

I Imagine other FLY's and hemi-FLY's molecules such as a cross between MDA and the IAP. A sort of cyco-PMA, perhaps which dont have the horrible side effects of PMA/PMMA.

Morning golry, you talking about a nitrogen as hetero atom in position 4 (2,3-dihydroindole ring). Nitrogen atom has some similarities with oxygen atom : good H-bond donnor but I would place it in the 2th or 5th position instead of a methoxy group.
I remeber a bluelighter tall he's ever seen an analog of DMT with an sulfur atom instead of the nitrogen in the indole ring (Benzothiophene ring), wich has psychedelic effects !
 
^^^^ Wow. This last one really blurs the line between phenethylamine and tryptamine.
 
Yes it does! And if it is active, well that would be just neat. I need F&B to chime in here because I think he knows for sure. Actually, it may have had the 4-methyl and alpha-methyl of DOM. But either way, does blur the lines. It should be, everything is in the right place.
 
Im sure you're aware of this and I'm not trying to be rude but just because a compound "looks" anything like or is similar in any extent to another doesnt really mean all that much..

Isomers and analogues of different products can vary so greatly in their intended effects its incredible. Thalidomide for example, has one enantiomer that has useful sedative effects and another that causes severe birth defects in pregnant women.

Its tough to relate theoretical organic compounds to pharmacological effects, just ask Shulgin..

Anyway, of the compounds mentioned so far the thiopene analogue of DMT and that last 5-meo-DMT isomer do look very peculiar..

Vanadium, can you provide some more insight into the sulfur analogue with respect to its effects?
 
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^^^^ True, and if there's a lesson to be learned from PIHKAL/TIHKAL it's how often Shulgin is surprised when something he expects to have activity has little or none, or the opposite. SAR predictions remain inexact but it's still fun to speculate.
 
In particular, check out the extensions/commentary on the 2C-G and GANESHA creations. Shulgin summarizes:

As with all true exploration into areas of the unknown, the deeper you get, the less you understand.
 
Believe me, I am no pharmacologist. But it seems that to be psychedelic (among other things), you need the amine two carbons away from the benzene ring, and this fits that. Go ahead and pretend the 5meodmt-like compound is a HEMI-FLY and you have a definite active compound (2C-H-HEMIFLY). Here, a nitrogen is substituted for oxygen. So it is not just 'looks' that makes me convinced that it would be active. That, and I believe it has already been confirmed but I am still waiting for F&B to chime in.

Acyl said:
Im sure you're aware of this and I'm not trying to be rude but just because a compound "looks" anything like or is similar in any extent to another doesnt really mean all that much..

Isomers and analogues of different products can vary so greatly in their intended effects its incredible. Thalidomide for example, has one enantiomer that has useful sedative effects and another that causes severe birth defects in pregnant women.

Its tough to relate theoretical organic compounds to pharmacological effects, just ask Shulgin..

Anyway, of the compounds mentioned so far the thiopene analogue of DMT and that last 5-meo-DMT isomer do look very peculiar..

Vanadium, can you provide some more insight into the sulfur analogue with respect to its effects?
 
Acyl said:
Vanadium, can you provide some more insight into the sulfur analogue with respect to its effects?

Sorry, I dont acess to this file (found on PubMed).

Here are some interesting informations about thieno[2,3b]pyrole analog of DMT
http://www.erowid.org/references/refs_view.php?A=ShowDocPartFrame&ID=6537&DocPartID=6066

The 2C-Fly's
http://www.erowid.org/references/refs_view.php?A=ShowDoc1&ID=6484

and MESCALINE-FLY !!! 8o :D

http://www.erowid.org/references/refs_view.php?A=ShowDoc1&ID=6485
 
Acyl said:
Anyway, of the compounds mentioned so far the thiopene analogue of DMT and that last 5-meo-DMT isomer do look very peculiar..

Vanadium, can you provide some more insight into the sulfur analogue with respect to its effects?

The sulfur analogues of tryptamines are not active psychedelics. Neither is MESC_FLY as the oxygen is the wrong way.
 
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