N&PD Moderators: Skorpio
potentially psychoactive tryptamine
thesomoan
Bluelighter
a(o-touldine)tryptamine. I apologize if the name is incorrect but this is essentially an aromatic amine (o-touldine) bonding to the a carbon on the tryptamine carbon chain. any ideas on activity?
Note: a stands for alpha i couldn't find a way to insert that symbol on this site.
dread
Bluelighter
Most likely not psychoactive. Quite likely toxic as well.
thesomoan
Bluelighter
could you explain the toxicity/lack of activity? also what if you were to add an acetyl group to aid in passage through the BBB i.e. o-toluidine-N-acetyltryptamine
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dread
Bluelighter
Aromatic amines are generally toxic.
Hammilton
Bluelighter
Is the op talking about 2-(1H-indol-3-yl)-N-m-tolylethane-1,1-diamine or N-(2-(1H-indol-3-yl)ethyl)-3-methylaniline? I assume the former, but I'm not positive.
dread- this isn't the same as an aromatic amine. I mean, yes it is, but the ones that are toxic have an unsubstituted amine- in this molecule the amine acts as a bridge between the phenyl ring and the tryptamine molecule. I believe, but am not 100% certain, that aromatic amines are only an issue when they're primary. So 4-(2-aminopropyl)aniline is worth worrying about, but 4-(2-aminopropyl)-N-methylaniline probably isn't (maybe not the best example since that one could be n-demethylated by metabolism, but lets ignore that part!).
Hammilton
dread
Bluelighter
Oh. I mistook the structure of the chemical.
Anyway, I don't see it being active as a psychedelic at least. The substitution seems too bulky for 5ht agonism.