Chemistry:6-Methyl-DMT

From HandWiki

6-Methyl-DMT, or 6-Me-DMT, also known as 6-methyl-N,N-dimethyltryptamine or as 6,N,N-trimethyltryptamine (6,N,N-TMT or 6-TMT), is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT).[1][2] It is the 6-methyl derivative of DMT.[1][2]

Use and effects

6-Methyl-DMT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[3]

Pharmacology

Pharmacodynamics

6-Methyl-DMT showed about half the affinity of DMT for the ketanserin-labeled serotonin 5-HT2 receptor (Ki = 2,500 nM and 1,200 nM, respectively).[1][4] The drug did not substitute for 5-MeO-DMT in rodent drug discrimination tests.[2] According to David E. Nichols, 6-substituted tryptamines in general may be inactive as serotonergic psychedelics.[5] However, 6-fluoro-AMT is known to be robustly active as a psychedelic.[6][7]

Chemistry

Synthesis

The chemical synthesis of 6-methyl-DMT has been described.[2]

Analogues

Analogues of 6-methyl-DMT include dimethyltryptamine (DMT), 6-MeO-DMT, 6-MeO-DiPT, 6-MeO-MiPT, 6-hydroxy-DMT, 6-hydroxy-DET, 6-fluoro-DMT, 6-fluoro-DET, 6-fluoro-AMT, O-4310 (1-iPr-6-F-4-HO-DMT), 1-methyl-DMT, 2-methyl-DMT, 4-methyl-DMT, 5-methyl-DMT, and 7-methyl-DMT, among others.[3]

History

6-Methyl-DMT was first described in the scientific literature by Richard Glennon and colleagues by 1980.[2]

See also

References

  1. ↑ 1.0 1.1 1.2 "Indolealkylamine analogs share 5-HT2 binding characteristics with phenylalkylamine hallucinogens". European Journal of Pharmacology 145 (3): 291–297. January 1988. doi:10.1016/0014-2999(88)90432-3. PMID 3350047. 
  2. ↑ 2.0 2.1 2.2 2.3 2.4 "Studies on several 7-substituted N,N-dimethyltryptamines". Journal of Medicinal Chemistry 23 (11): 1222–1226. November 1980. doi:10.1021/jm00185a014. PMID 6779006. 
  3. ↑ 3.0 3.1 Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252. http://www.erowid.org/library/books_online/tihkal/tihkal.shtml. 
  4. ↑ "Quasi-atomistic Receptor Surrogates for the 5-HT2A Receptor: A 3D-QSAR Study on Hallucinogenic Substances". Quantitative Structure-Activity Relationships 18 (6): 548–560. 1999. doi:10.1002/(SICI)1521-3838(199912)18:6<548::AID-QSAR548>3.0.CO;2-B. ISSN 0931-8771. https://onlinelibrary.wiley.com/doi/10.1002/(SICI)1521-3838(199912)18:63.0.CO;2-B. Retrieved 6 January 2026. 
  5. ↑ "Use of chemical approaches to probe serotonin receptor topography.". 8th International Symposium on Medicinal Chemistry Proceedings. 12. 1985. pp. 103–115. https://chemistry.mdma.ch/hiveboard/rhodium/pdf/nichols/nichols-5-ht.receptor.topography.probes.pdf. 
  6. ↑ "Life is a Cosmic Giggle on the Breath of the Universe. A Tour of Gordon Todd Skinner's Subterranean LSD Palace.". Vice Magazine. 2010. https://www.vice.com/en/article/getting-high-on-krystle-trailer/. 
  7. ↑ "Unusual Analogues: Drugs Used by Gordon Todd Skinner". This Land Press. http://thislandpress.com/2013/07/25/unusual-analogues-drugs-used-by-gordon-todd-skinner/. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:6-Methyl-DMT&oldid=4244705"