Phescaline

Phescaline
Clinical data
Other namesPH; 4-Phenoxy-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-phenoxyphenethylamine
Routes of
administration
Unknown
ATC code
  • None
Identifiers
  • 2-(3,5-dimethoxy-4-phenoxyphenyl)ethan-1-amine
Chemical and physical data
FormulaC16H19NO3
Molar mass273.332 g·mol−1
3D model (JSmol)
  • COC1=C(OC2=CC=CC=C2)C(OC)=CC(CCN)=C1
  • InChI=1S/C16H19NO3/c1-18-14-10-12(8-9-17)11-15(19-2)16(14)20-13-6-4-3-5-7-13/h3-7,10-11H,8-9,17H2,1-2H3
  • Key:MAHNMYPOELXFNS-UHFFFAOYSA-N

Phescaline (PH), also known as 4-phenoxy-3,5-dimethoxyphenethylamine, is a chemical compound of the phenethylamine and scaline families related to the psychedelic drug mescaline.[1] It is the derivative of mescaline in which the methoxy group at the 4 position has been replaced with a phenoxy group.[1]

According to Daniel Trachsel and colleagues in their book Phenethylamine: von der Struktur zur Funktion, phescaline is not known to have been synthesized, studied, or tested in humans.[1] However, analogues of phescaline like benzscaline (BZ) and 3C-BZ are known to be potent serotonin 5-HT2A receptor agonists and/or psychedelics, and phescaline may be active as a psychedelic similarly.[1][2][3] On the other hand, the longer-chain analogue phenescaline was found to have little activity in humans at tested doses.[1][3]

Phescaline was first described in the literature by Trachsel and colleagues in Phenethylamine: von der Struktur zur Funktion in 2013.[1]

See also

References

  1. ^ a b c d e f Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 21 August 2025.
  2. ^ Kolaczynska KE, Luethi D, Trachsel D, Hoener MC, Liechti ME (2021). "Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines". Frontiers in Pharmacology. 12 794254. doi:10.3389/fphar.2021.794254. PMC 8865417. PMID 35222010.
  3. ^ a b Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.