Article · Wikipedia archive · Last revised Jul 28, 2026

Trisescaline

Trisescaline (TRIS), also known as trescaline or as 3,4,5-triethoxyphenethylamine, is a chemical compound of the phenethylamine and scaline families related to mescaline. It is the derivative of mescaline in which the three methoxy groups on the phenyl ring have been replaced with ethoxy groups.

Last revised
Jul 28, 2026
Read time
≈ 1 min
Length
340 w
Citations
19
Source
Trisescaline
Clinical data
Other namesTRIS; Trescaline; 3,4,5-Triethoxyphenethylamine
Routes of
administration
Oral1
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown1
Identifiers
  • 2-(3,4,5-triethoxyphenyl)ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO3
Molar mass253.342 g·mol−1
3D model (JSmol)
  • CCOc1c(cc(cc1OCC)CCN)OCC
  • InChI=1S/C14H23NO3/c1-4-16-12-9-11(7-8-15)10-13(17-5-2)14(12)18-6-3/h9-10H,4-8,15H2,1-3H3 checkY
  • Key:ZIZQSXJSBRQJEB-UHFFFAOYSA-N checkY
 X markNcheckY (what is this?)  (verify)

Trisescaline (TRIS), also known as trescaline or as 3,4,5-triethoxyphenethylamine, is a chemical compound of the phenethylamine and scaline families related to mescaline.1234 It is the derivative of mescaline in which the three methoxy groups on the phenyl ring have been replaced with ethoxy groups.1234

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists trisescaline's dose as greater than 240 mg orally and its duration as unknown.123 The drug produced no effects at tested doses of up to 240 mg orally.1

Trisescaline produced no psychedelic-like behavioral effects in cats even at very high doses.1

The chemical synthesis of trisescaline has been described.14

Trisescaline was first described in the scientific literature by Shulgin and Peyton Jacob III in 1984.4 Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.1

See also

See also

References

References

  1. Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal175.shtml
  2. Jacob P, Shulgin AT (1994). "Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". In Lin GC, Glennon RA (eds.). Hallucinogens: An Update (PDF). National Institute on Drug Abuse Research Monograph Series. Vol. 146. National Institute on Drug Abuse. pp. 74–91. PMID 8742795. Archived from the original on 13 July 2025.
  3. 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. Archived from the original on 13 July 2025.
  4. Jacob P, Shulgin AT (July 1984). "Sulfur analogues of psychotomimetic agents. 3. Ethyl homologues of mescaline and their monothio analogues". J Med Chem. 27 (7): 881–888. doi:10.1021/jm00373a013. PMID 6737431.
External links