Before I posted here, I emailed Dr. Dave Nichols at Purdue U. about this compound. This is how he replied:
"The only 2,6-dimethoxy compounds I know of are the 4-methyl, 4-methylthio, and 4-bromo [apparently he forgot about TMA-6], the latter two of which have not been studied in man (or rats).
"Shulgin has published work showing that the human activity drops off after the length of the alkyl chain in the 4-position exceeds n-propyl. Based on similar docking in the receptor for the 2,6- versus the 2,5- orientations (something we believe is close to the truth but is not proven), one would thus predict, a priori, that a 2,6-dimethoxy-4-pentylamphetamine would not be a hallucinogen, although it might have high affinity for the serotonin 2A receptor, based on studies done by Glennon on 5-HT2A antagonists.
"All of the classical hallucinogens appear to activate the serotonin 2A receptor, whereas THC apparently activates an anandamide receptor in the brain, designated the CB1 (cannabinoid 1) receptor, which has a completely different function and activation requirement than the 5-HT2A receptor. Thus, no studies have been able to show any similarity of THC to things like LSD, and there have been several that were done years ago. It is my understanding that high doses of THC can produce a profound hallucinogenic state, but I have my doubts that it is very similar to the effect of LSD."
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Again, I am not looking for a classical hallucinogenic compound. I am looking for a compound that gets you very, very stoned (i.e., the "profound hallucinogenic state" he refers to). I guess there's only one way to find out more about this compound, but again, I am not able to do it myself.
As for the 5-HT2A antagonism angle, DOAM appears to be active (whether or not it antagonizes the 5-HT2A receptor or not I don't know).