Phenescaline

Not to be confused with Phescaline.
Phenescaline
Clinical data
Other names3,5-Dimethoxy-4-phenylethoxyphenethylamine; 4-Phenylethoxy-3,5-dimethoxyphenethylamine
Routes of
administration		Oral[1]
Drug classSerotonin receptor modulator; Psychoactive drug
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, also known as 3,5-dimethoxy-4-phenylethoxyphenethylamine, is a psychoactive drug of the phenethylamine and scaline families related to mescaline.[1] It is the derivative of mescaline in which the methoxy group at the 4 position has been replaced with a phenylethoxy group.[1] In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists phenescaline's dose as greater than 150 mg orally and its duration as unknown.[1] The effects of phenescaline have been reported to include threshold effects and a vague unreal feeling as if one had not had enough sleep.[1] The drug shows affinity for the serotonin 5-HT2A receptor (Ki = 59 nM).[2] The chemical synthesis of phenescaline has been described.[1] Phenescaline was first described in the literature by Shulgin in PiHKAL in 1991.[1]

See also

References

  1. ^ a b c d e f g h Shulgin A, Shulgin A (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. https://www.erowid.org/library/books_online/pihkal/pihkal141.shtml
  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
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