5-MeO-pyr-T

5-MeO-pyr-T
Clinical data
Other names5-Methoxy-N,N-tetramethylenetryptamine; 5-Methoxy-3-(2-pyrrolidinoethyl)indole; 1-[2-(5-Methoxy-1H-indol-3-yl)ethyl]pyrrolidine; "Pyrrolidyl-5-methoxytryptamine"; "5-Methoxypyrrolidine-tryptamine"
Routes of
administration		Oral, smoking
Drug classSerotonin receptor modulator; 5-HT1A receptor agonist; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
  • US: Unregulated
Pharmacokinetic data
Duration of action"Several hours"
Identifiers
  • 5-methoxy-3-[2-(pyrrolidin-1-yl)ethyl]-1H-indole
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H20N2O
Molar mass244.338 g·mol−1
3D model (JSmol)
Melting point164 to 167 °C (327 to 333 °F) (hydrochloride salt)
Boiling point160 to 170 °C (320 to 338 °F) (freebase at 0.05 mm/Hg)
  • O(c3ccc1c(c(c[nH]1)CCN2CCCC2)c3)C
  • InChI=1S/C15H20N2O/c1-18-13-4-5-15-14(10-13)12(11-16-15)6-9-17-7-2-3-8-17/h4-5,10-11,16H,2-3,6-9H2,1H3 Y
  • Key:KAASYKNZNPWPQG-UHFFFAOYSA-N Y
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5-MeO-pyr-T, also known as 5-methoxy-N,N-tetramethylenetryptamine or as 5-methoxy-3-(2-pyrrolidinoethyl)indole, is a serotonin receptor modulator and psychedelic drug of the tryptamine and 5-methoxytryptamine families. It is the 5-methoxy analogue of pyr-T and the derivative of 5-MeO-DMT and 5-MeO-DET in which their N,N-dialkyl groups have been cyclized into a pyrrolidine ring.

The drug acts primarily as a highly potent serotonin 5-HT1A receptor agonist, with much lower activity at the serotonin 5-HT2A receptor and other serotonin receptors. 5-MeO-pyr-T shows far greater selectivity for the serotonin 5-HT1A receptor than 5-MeO-DMT.

5-MeO-pyr-T was first described in the scientific literature by 1962.

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