5-MeO-pyr-T explained

5-MeO-pyr-T (5-methoxy-N,N-tetramethylenetryptamine) is a lesser-known psychedelic drug. It is the 5-methoxy analog of pyr-T. 5-MeO-pyr-T was first synthesized by Hunt & Brimblecombe,[1] who credited S. Mitzal for characterization of chemical properties.[2] Later human tests were reported by Alexander Shulgin, in his book TiHKAL. An oral dosage of 0.5 to 2 mg, and an inhaled dosage of 2–3 mg are reported. 5-MeO-pyr-T causes varying reactions, such as amnesia, tinnitus, vomiting, and a 5-MeO-DMT-like rushing sensation. At the highest dosage reported in TiHKAL, the subject describes awakening from an apparent fugue state during which they were wandering the streets, with complete amnesia upon awakening.[3]

Pharmacology

Testing was performed on rats using this compound while characterizing various agonists of the 5-HT7 receptor. It is an agonist with a Ki value of 630.96nM.[4]

It has been found to act as a partial serotonin releasing agent.[5]

Very little other data exists about the pharmacological properties, metabolism, and toxicity of 5-MeO-pyr-T.

See also

Notes and References

  1. Hunt. R. R.. Brimblecombe. R. W.. Synthesis and Biological Activity of Some Ring-Substituted Tryptamines. Journal of Medicinal Chemistry. July 1967. 10. 4. 646–648. 10.1021/jm00316a027. 4962512. Hunt.
  2. Mitzal. S.. N/A. Dissertationes Pharm.. 1962. 14. 305.
  3. Book: Shulgin. Alexander. Shulgin. Ann. TiHKAL, The Continuation. 1997. Transform Press. Berkeley, CA, USA. 0-9630096-9-9. 548–551. 1st. 7 April 2018. HardcopyTiHKAL.
  4. 10.1021/jm030826m . Characterization of the 5-HT7 Receptor. Determination of the Pharmacophore for 5-HT7 Receptor Agonism and CoMFA-Based Modeling of the Agonist Binding Site . 2003 . Vermeulen . Erik S. . Schmidt . Anne W. . Sprouse . Jeffrey S. . Wikström . Håkan V. . Grol . Cor J. . Journal of Medicinal Chemistry . 46 . 25 . 5365–5374 . 14640545 .
  5. Puigseslloses P, Nadal-Gratacós N, Ketsela G, Weiss N, Berzosa X, Estrada-Tejedor R, Islam MN, Holy M, Niello M, Pubill D, Camarasa J, Escubedo E, Sitte HH, López-Arnau R . Structure-activity relationships of serotonergic 5-MeO-DMT derivatives: insights into psychoactive and thermoregulatory properties . Mol Psychiatry . 29 . 8 . 2346–2358 . August 2024 . 38486047 . 10.1038/s41380-024-02506-8 . 11412900 .