4-HO-pyr-T

Last updated

4-HO-pyr-T
4-HO-pyr-T.png
Clinical data
Other names4-Hydroxy-pyr-tryptamine; 4-Hydroxy-N,N-tetramethylenetryptamine; 1-[2-[3-(4-Hydroxy)indolyl]ethyl]pyrrolidine; 4-Hydroxypyrrolidyltryptamine; 3-[2-(1-Pyrrolidyl)ethyl]-4-indolol
Identifiers
  • 3-[2-(pyrrolidin-1-yl)ethyl]-1H-indol-4-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H18N2O
Molar mass 230.311 g·mol−1
3D model (JSmol)
  • Oc2cccc3[nH]cc(CCN1CCCC1)c23
  • InChI=1S/C14H18N2O/c17-13-5-3-4-12-14(13)11(10-15-12)6-9-16-7-1-2-8-16/h3-5,10,15,17H,1-2,6-9H2 Yes check.svgY
  • Key:XASLPZWIPBCAPF-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

4-HO-pyr-T, also known as 4-hydroxy-N,N-tetramethylenetryptamine, is a lesser-known psychedelic drug of the tryptamine family. [1] [2] It is the 4-hydroxyl analogue of pyr-T. [2] 4-HO-pyr-T was first synthesized by Alexander Shulgin. In his 1997 book TiHKAL (Tryptamines I Have Known and Loved), neither the dose nor the duration are reported. [1] 4-HO-pyr-T produces few to no effects. [1] Very little data exists about the pharmacological properties, metabolism, and toxicity of 4-HO-pyr-T. [1]

Contents

Derivatives and analogues of 4-HO-pyr-T, for instance analogues with an azetidine instead of pyrrolidine ring, have been synthesized and described. [3]

See also

References

  1. 1 2 3 4 "Erowid Online Books : "TIHKAL" - #24 4-HO-PYR-T". www.erowid.org. Retrieved 2018-03-20.
  2. 1 2 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN   978-0-12-433951-4 . Retrieved 1 February 2025.
  3. Berger R, Hübner H, Gmeiner P, Klein CD, Stirn J (2025). "Towards "unmakable" psychedelics: SAR exploration of psilocin analogs obtained by a HATU-mediated amide coupling strategy". European Journal of Medicinal Chemistry Reports. 15: 100278. doi: 10.1016/j.ejmcr.2025.100278 .