No, we we looking for an entactogen. The patent covered the 3,4,5-trimethoxy and that was inactive so we concluded that 5HT2a affinity was unlikely. So we just made the p-Me and m-Me (more of a stimulant but shorter acting than plain aminorex) and then the 3,4-MD.
That's really fascinating, thank you! I've wondered if the 2C-B-Phenylmorpholine being psychedelic indicated that other scaffolds DO actually exist. Expanding upon lucigenol and the constrained homologues of things like mescaline -> jimscaline and 2C-B -> TCB-2, or even the countless wackier variants of 2C-B such as 2C-B-AN, 2C-B-BZAP, 2C-B-PP, 2C-B-Indane, N-ethyl-2C-B, the beta methoxy/hydroxy/methyl variants, and then flipping all of these with methyl/alpha subs on the alpha position, and N-benzylation/hydroxylation/alkylatoion (like ethyl).
It seems like the 2,4,5 tri-substituted position is key, as 3,4,5-trimethoxyphenylmorpholine was totally inactive iirc. I suspect that there are
likely at least a handful of new psychedelic scaffolds, quinolines included (and anything else we can pry out of a substructure of LSD. With LSD containing both the indole core and the phenethylamine core too, I wonder if we could take lessons learned from the extension and modification of phenethylamines and apply them to LSD. If somebody was a talented enough chemist to actually synthesize lysergic acid at some point but with structural modifications that make its internal phenethylamine structure resemble something more like a 2C-G[-3/4/5/N], that might be fascinating, you know?
Sorry for the vague hypotheticals I'm throwing out, they're just all things on my mind as someone deeply obsessed with the psychedelic SAR.
