2-Methyl-DMT

Chemical compound vanc 6 428819098 2-Me-DMT.svg skin-invert-image 185px 2,N,N-TMT 3D.png bg-transparent 225px Oral None NpSG Class A 4–6 hours correct ?? 1080-95-1 7580 correct FDA P15UO6J3FK 9994827 11820174 2-Me-DMT; 2-Methyl-N,N-dimethyltryptamine; 2,N,N-Trimethyltryptamine; 2,N,N-TMT; 2-TMT; Desmethoxy-Indapex; 3-[2-(Dimethylamino)ethyl]-2-methylindole; (2-(2-methyl-1H-indol-3-yl)-1-methyl-ethyl)dimethylamine 13 18 2 Cc1c(c2ccccc2[nH]1)CCN(C)C 1S/C13H18N2/c1-10-11(8-9-15(2)3)12-6-4-5-7-13(12)14-10/h4-7,14H,8-9H2,1-3H3 NDGCOWDSLVNLGE-UHFFFAOYSA-N 2-Methyl-DMT, or 2-Me-DMT, also known as 2-methyl-N,N-dimethyltryptamine or as 2,N,N-trimethyltryptamine (2,N,N-TMT or 2-TMT), is a psychoactive drug of the tryptamine family related to the psychedelic drug dimethyltryptamine (DMT). It is not a conventional psychedelic, but instead produces tactile enhancement and auditory distortion. The drug was described by Alexander Shulgin and reported in his book TiHKAL (Tryptamines I Have Known and Loved). https://www.erowid.org/library/books_online/tihkal/tihkal34.shtml Erowid Online Books : "TIHKAL" #34 2-ME-DMT Use and effects 2-Methyl-DMT is claimed to show psychoactive effects at a dose of 50 to 100mg orally, but these are relatively mild compared to other similar drugs. This suggests that while the 2-methyl group has blocked the binding of metabolic enzymes, it is also interfering with binding to the 5-HT2A receptor target that mediates the hallucinogenic effects of these drugs. The duration of 2-methyl-DMT is 4 to 6hours. The specific effects produced by 2-methyl-DMT included tingling, mild stomach rumbling, mild relaxation, skin "alerting" especially on the head and neck, bodily/tactile activation and heightened sensitivity, auditory distortion, and altered tonal perception. There were no visuals, no cloudiness of thought processes, no motor impairment, but sexual activity was said to be enhanced. There were no changes in appetite, no gastrointestinal problems, and no after-effects the next day. The drug was described as not being a psychedelic or psychostimulant, but instead being a specific "tactile stimulant" and sexual enhancer. Interactions Psychedelic drug#Interactions Trip killer#Serotonergic psychedelic antidotes Pharmacology Pharmacodynamics Its affinities (Ki) for the serotonin 5-HT1A and 5-HT2A receptor were 4,598nM and 15,037nM, respectively. Chen X, Li J, Yu L, Maule F, Chang L, Gallant JA, Press DJ, Raithatha SA, Hagel JM, Facchini PJ A cane toad (Rhinella marina) N-methyltransferase converts primary indolethylamines to tertiary psychedelic amines J Biol Chem 299 10 105231 October 2023 37690691 10570959 10.1016/j.jbc.2023.105231 free Chen X, Li J, Yu L, Dhananjaya D, Maule F, Cook S, Chang L, Gallant J, Press D, Bains JS, Raithatha S, Hagel J, Facchini P Bioproduction platform using a novel cane toad (Rhinella marina) N-methyltransferase for psychedelic-inspired drug discovery 10 March 2023 10.21203/rs.3.rs-2667175/v1 free https://www.researchsquare.com/article/rs-2667175/latest.pdf 17 March 2025 These affinities were dramatically lower than those of dimethyltryptamine (DMT) in the same study, which were 87nM and 1,513nM, respectively. Hence, 2-methyl-DMT appears to show approximately 53- and 10-fold lower affinities for the serotonin 5-HT1A and 5-HT2A receptors compared to DMT. In addition, unlike DMT, 2-methyl-DMT failed to activate the serotonin 5-HT1A and 5-HT2A receptors. Similarly, 2-methyl-DMT showed profoundly reduced serotonin receptor agonism in the rat uterus and fundus strip. Barlow RB, Khan I Actions of some analogues of tryptamine on the isolated rat uterus and on the isolated rat fundus strip preparations Br J Pharmacol Chemother 14 1 99–107 March 1959 13651585 1481812 10.1111/j.1476-5381.1959.tb00934.x Despite the preceding findings however, 2-methyl-DMT robustly induces the head-twitch response, a behavioral proxy of psychedelic effects, in rodents, and does so to a similar magnitude as psilocin and 5-MeO-DMT. In studies of other 2-methyltryptamines, specifically 2-methyl-5-MeO-DALT and 2-methyl-5-F-DALT, these compounds had variably reduced affinities for serotonin receptors and, in contrast to 2-methyl-DMT, did not produce the head-twitch response. Klein LM, Cozzi NV, Daley PF, Brandt SD, Halberstadt AL Receptor binding profiles and behavioral pharmacology of ring-substituted N,N-diallyltryptamine analogs Neuropharmacology 142 231–239 November 2018 29499272 6230509 10.1016/j.neuropharm.2018.02.028 Chemistry Synthesis The chemical synthesis of 2-methyl-DMT has been described. Analogues Analogues of 2-methyl-DMT include dimethyltryptamine (DMT), 2-methyltryptamine (2-methyl-T), 2-methyl-DET, 2-methyl-AMT, 2-Me-5-MeO-DMT (5-MeO-2,N,N-TMT), 4-methyl-DMT, 5-methyl-DMT, 6-methyl-DMT, and 7-methyl-DMT. History 2-Methyl-DMT was first described in the scientific literature by R. B. Barlow and I. Khan by 1959. Barlow RB, Khan I Actions of some analogues of tryptamine on the isolated rat uterus and on the isolated rat fundus strip preparations Br J Pharmacol Chemother 14 1 99–107 March 1959 13651585 1481812 10.1111/j.1476-5381.1959.tb00934.x Subsequently, it was described in greater detail by Alexander Shulgin in his book TiHKAL (Tryptamines I Have Known and Loved) in 1997. Society and culture Legal status Canada 2-Methyl-DMT is not an explicitly nor implicitly controlled substance in Canada as of 2025.Controlled Drugs and Substances Act Department of Justice Canada 5 December 2025 https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html 20 January 2026 Sweden Sweden's public health agency suggested classifying 2-methyl-DMT as a hazardous substance, on May 15, 2019.https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ Folkhälsomyndigheten föreslår att 20 ämnen klassas som narkotika eller hälsofarlig vara Folkhälsomyndigheten sv 15 May 2019 11 November 2019 20 October 2021 https://web.archive.org/web/20211020121058/https://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2019/maj/folkhalsomyndigheten-foreslar-att-20-amnen-klassas-som-narkotika-eller-halsofarlig-vara/ 2-Me-DMT АИПСИН https://aipsin.com/newsubstance/143/ ru 7 January 2026 United States 2-Methyl-DMT is not an explicitly controlled substance in the United States. Orange Book: List of Controlled Substances and Regulated Chemicals (January 2026) January 2026 U.S. Department of Justice: Drug Enforcement Administration (DEA): Diversion Control Division United States https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption. See also Substituted tryptamine References External links 2-Methyl-DMT - Isomer Design 2-Me-DMT - TiHKAL - Erowid 2-Me-DMT - TiHKAL - Isomer Design The Small & Handy 2,N,N-TMT (2-Me-DMT) Thread - Bluelight Category:2-Alkyltryptamines Category:Designer drugs Category:N,N-Dialkyltryptamines Category:Dimethylamino compounds Category:Psychedelic tryptamines Category:Serotonin receptor modulators Category:TiHKAL