ñ,N-Dimethyltryptamine (ñ,N-DMT; developmental code names SK&F-7024, Ro 3-1715), also known as N-methyl-ñ-methyltryptamine (N-methyl-ñMT), is a lesser-known substituted tryptamine and psychoactive drug. It is the ñ,N-dimethyl positional isomer of N,N-dimethyltryptamine (N,N-DMT).
ñ,N-DMT was synthesized and assessed by Alexander Shulgin. In his book TiHKAL (Tryptamines I Have Known and Loved), Shulgin lists the route as oral, the dosage as 50 to 100mg, and the duration as 6 to 8hours. It seemed to produce some stimulant-like effects but no apparent euphoric, entactogenic, or psychedelic effects. ñ,N-DMT also caused an unpleasant body load.
Very little data exists about the pharmacological properties, metabolism, and toxicity of ñ,N-DMT. ñ,N-DMT is known to be a potent monoamine oxidase inhibitor and tryptamine or serotonin receptor antagonist. Close analogues of ñ,N-DMT, such as ñ-methyltryptamine (ñMT), are known to act as monoamine releasing agents and serotonin receptor agonists.
ñ,N-DMT is the N-methylated analogue of ñMT. There are notable parallels between the substituted tryptamines and substituted phenethylamines in this area in that ñ,N-DMT is to ñMT as methamphetamine (N-methyl-ñ-methylphenethylamine) is to amphetamine (ñ-methylphenethylamine).
The chemical synthesis of ñ,N-DMT has been described.
Analogues of ñ,N-DMT include ñ-methyltryptamine (AMT), ñ,N,N-TMT (N,N-dimethyl-AMT), ñ-methylserotonin (AMS; 5-HO-AMT), ñ,N,O-TMS (5-methoxy-N-methyl-AMT), ñ,N,N,O-TeMS (5-methoxy-N,N-dimethyl-AMT), IPAP (ñ,N-DPT), and BK-NM-AMT (ò-keto-N-methyl-AMT), among others.