Phenescaline

Phenescaline
Clinical data
Other names3,5-Dimethoxy-4-phenylethoxyphenethylamine; 4-Phenylethoxy-3,5-dimethoxyphenethylamine
Routes of
administration
Oral[1]
Drug classSerotonin receptor modulator; Serotonin 5-HT2A receptor antagonist
ATC code
  • None
Pharmacokinetic data
Duration of actionUnknown[1]
Identifiers
  • 2-[3,5-dimethoxy-4-(2-phenylethoxy)phenyl]ethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H32NO3
Molar mass310.458 g·mol−1
3D model (JSmol)
  • COc2cc(cc(OC)c2OCCc1ccccc1)CCN
  • InChI=1S/C18H23NO3/c1-20-16-12-15(8-10-19)13-17(21-2)18(16)22-11-9-14-6-4-3-5-7-14/h3-7,12-13H,8-11,19H2,1-2H3 Y
  • Key:FKXBCTFKCKEDNI-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Phenescaline, or 3,5-dimethoxy-4-phenylethoxyphenethylamine, is a lesser-known drug of the phenethylamine and scaline families[1] It is an analogue of mescaline. Alexander Shulgin first synthesized phenescaline.[1] In his book PiHKAL (Phenethylamines i Have Known And Loved), the minimum dose is listed as 150 mg, and the duration is unknown.[1] Phenescaline produces a threshold effect.[1] Very little data exists about the pharmacological properties, metabolism, and toxicity of phenescaline.[1] The drug is an antagonist of the serotonin 5-HT2A receptor, with an affinity (Ki) of 59 nM.[2]

See also

References

  1. ^ a b c d e f g Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
  2. ^ Parker MA, Kurrasch DM, Nichols DE (April 2008). "The role of lipophilicity in determining binding affinity and functional activity for 5-HT2A receptor ligands". Bioorganic & Medicinal Chemistry. 16 (8): 4661–4669. doi:10.1016/j.bmc.2008.02.033. PMC 2442558. PMID 18296055. Compound 21, code PE