Thelema Posted April 24, 2018 if you wrap dmt around onto the 4-position of the indole, what do you call it? Share this post Link to post Share on other sites
MeanGreen Posted April 24, 2018 Not sure what you mean by wrapped around, but basically, DMT with a hydroxy group on the 4 position of the ring is Psilocin (4-HO-DMT), with a phosphoryl group it's Psilocybin (4-PO-DMT), with an acetoxy group it's 4-AcO-DMT. 2 Share this post Link to post Share on other sites
Thelema Posted April 25, 2018 no, i mean the n attached to 4, or separated by a carbon Share this post Link to post Share on other sites
MeanGreen Posted April 25, 2018 I guess that would be 2-(1H-Indol-4-yl)-N,N-dimethylethanamine DMT is 2-(1H-Indol-3-yl)-N,N-dimethylethanamine Share this post Link to post Share on other sites
Alchemica Posted April 26, 2018 (edited) If I'm following right, do you mean, my chemistry is getting rusty, the 3,4-fused tricyclic indoles eg 'dehydrodimethyltryptamine'. Could come up with an IUPAC name, I'm getting rusty. Haven't seen that one in the literature, is it stable? There is Dehydrobufotenine: There is a covalent bond formed between the dimethylated nitrogen atom and the indolic 4-position. Problem is, it becomes a quaternary amine. Maybe fused N-methyltryptamine might be more interesting? As for names, I'll throw in chemdraw names, 5,5-dimethyl-1,3,4,5-tetrahydro-5l4-pyrrolo[4,3,2-de]quinoline for the first and 5-methyl-1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline for the latter http://herbpedia.wikidot.com/dehydrobufotenine I'd be more interested in the non-quaternary forms maybe? Edited April 26, 2018 by Alchemica Share this post Link to post Share on other sites
Thelema Posted April 26, 2018 yeah what is it callled without that annoyin 5-oh Share this post Link to post Share on other sites
Alchemica Posted April 26, 2018 (edited) Most references I can find to such structures on the 3,4-fused tricyclic indoles, the pyrroloquinolines, of this class go by the class name of 'tetrahydropyrrolo[4,3,2-de]quinolines'. DMT forms the 5,5-dimethyl. Many marine alkaloids are biologically active products and possess the 1,3,4 ,5-tetrahydropyrrolo[4,3,2-de]quinoline core as a common feature [1]. Their chemistry is detailed a bit here Fargesine was isolated from the roots and stems of Evodia fargesii [2] Haven't seen a more simple 3,4-fused tricyclic indole of DMT existing in plants? If this is very 5-HT2AR active? Maybe not? 1) the nature of the nitrogen becomes very different, from aliphatic to aromatic 2) it seems to lack the spacers of carbons needed for ergoline/tryptamine/PEA activity 3) Work with derivatives had indicated that the side chain probably could not lie in the plane of the aromatic ring Edited April 29, 2018 by Alchemica Share this post Link to post Share on other sites