Allylescaline

Summary

Allylescaline (4-allyloxy-3,5-dimethoxyphenethylamine) is a lesser-known psychedelic drug. It is closely related in structure to mescaline. Allylescaline was first synthesized by Otakar Leminger in 1972.[1] The compound was later synthesized by Alexander Shulgin and further described in his book PiHKAL.[2] The dosage range is listed as 20–35 mg, and the duration 8–12 hours.[2] Allylescaline produces an entactogenic warmth, an entheogenic effect, and a feeling of flowing energy. Very little data exists about the pharmacological properties, metabolism, and toxicity of allylescaline.

Allylescaline
Names
Preferred IUPAC name
2-{3,5-Dimethoxy-4-[(prop-2-en-1-yl)oxy]phenyl}ethan-1-amine
Other names
2-[4-(Allyloxy)-3,5-dimethoxyphenyl]ethan-1-amine
2-[4-(Allyloxy)-3,5-dimethoxyphenyl]ethanamine
Identifiers
  • 39201-75-7 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL126803 ☒N
ChemSpider
  • 21106254 ☒N
  • 44719469
  • 71669102 hydrochloride
UNII
  • J39IWS08EN checkY
  • DTXSID80660348 Edit this at Wikidata
  • InChI=1S/C13H19NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3 ☒N
    Key: JNUAYHHGCXYBHX-UHFFFAOYSA-N ☒N
  • InChI=1/C13H19NO3/c1-4-7-17-13-11(15-2)8-10(5-6-14)9-12(13)16-3/h4,8-9H,1,5-7,14H2,2-3H3
    Key: JNUAYHHGCXYBHX-UHFFFAOYAR
  • COc1cc(cc(OC)c1OCC=C)CCN
Properties
C13H19NO3
Molar mass 237.299 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Legal status edit

Allylescaline is illegal in Sweden as of January 2016.[3]

See also edit

References edit

  1. ^ Leminger, Otakar (1972). "The Chemistry of Alkoxylated Phenethylamines – Part 2". Chemický Průmysl. 22: 553.
  2. ^ a b AL Entry in PiHKAL
  3. ^ "31 nya ämnen kan klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. November 2015.