So I've developed a hypothesis-
Going off the structures of the NBOMe's and the NDEPA's (the lovely phenethylamines researched by Hans Meyer in a thread here, they look like lysergamides with all the rings broken and the DOM-NDEPA analogue seems to be a very potent psychedelic), it appears that having some sort of oxygenated group on the 3rd carbon from the nitrogen (i guess gamma substituted) (if you're doing some long N-substituted side chain) may conserve psychedelic effects, if the base phenethylamine structure is a known psychedelic. So what if we retained that structure but cut out all the excess?
I haven't exactly brushed up on my nomenclature so here's a picture of it (as a DOM analogue, and a methoxy group on the gamma position)
Or perhaps retaining the ketone group seen in NDEPA's or lysergamides
Or if you'd prefer a DOB analogue
I was also wondering what sort of impact adding a nitrogen to to the gamma carbon would have
I would imagine a hyroxy group on the gamma carbon would also have a similar effect to the molecules pictured here, whatever that wold be. I would also guess if these ended up being psychedelic they would be extremely potent, along the line of the other long chain N-substituted phenethylamines. And that the DOM version would probably be less potent than a halogenated homologue. Though I am also basing this pattern off of just 2 examples- Is there anything that really stands out that anyone sees that would render this inactive? It may perhaps be a pared down version of our familiar N-substituted structures
EDIT:
Here's a thiomethoxy variation and a tetrahydrofuran too. Wonder what effects those may have? IIRC Hans Meyer found an N-methylthiolane to active. It it follows the gamma-linked oxygen or sulfur pattern then both a tetrahydrofuran and a methyltetrahydrofuran may conserve the same effects, if arranged accordingly (as would their thio- homologues) Thoughts?
www.ncbi.nlm.nih.gov
