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Escaline information


Escaline
Names
Preferred IUPAC name
2-(4-Ethoxy-3,5-dimethoxyphenyl)ethan-1-amine
Other names
3,5-Dimethoxy-4-ethoxy-phenethylamine
Identifiers
CAS Number
  • 39201-82-6 checkY
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEMBL
  • ChEMBL319415 checkY
ChemSpider
  • 35053 checkY
PubChem CID
  • 38240
UNII
  • Q13F1C1N8I ☒N
CompTox Dashboard (EPA)
  • DTXSID60192455 Edit this at Wikidata
InChI
  • InChI=1S/C12H19NO3/c1-4-16-12-10(14-2)7-9(5-6-13)8-11(12)15-3/h7-8H,4-6,13H2,1-3H3 checkY
    Key: RHOGRSKNWDNCDN-UHFFFAOYSA-N checkY
  • InChI=1/C12H19NO3/c1-4-16-12-10(14-2)7-9(5-6-13)8-11(12)15-3/h7-8H,4-6,13H2,1-3H3
    Key: RHOGRSKNWDNCDN-UHFFFAOYAR
SMILES
  • NCCC1=CC(OC)=C(OCC)C(OC)=C1
  • O(c1c(OC)cc(cc1OC)CCN)CC
Properties
Chemical formula
C12H19NO3
Molar mass 225.28 g/mol
Melting point 165 to 166 °C (329 to 331 °F; 438 to 439 K) (hydrochloride)
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

Escaline (3,5-methoxy-4-ethoxyphenethylamine) is a psychedelic drug and entheogen of the phenethylamine class of compounds. Escaline was first synthesized and reported in the scientific literature by Benington, et al., in 1954, but was later re-examined in the laboratory of David E. Nichols, who prepared a series of mescaline analogues that included escaline, proscaline, and isoproscaline. The effects of this and related mescaline analogues in humans were first described by Alexander Shulgin. In his book PiHKAL (Phenethylamines i Have Known And Loved), Shulgin lists the dosage range as 40 to 60 mg of hydrochloride salt, consumed orally.[1] The duration of action was stated to be 8–12 hours.

Escaline is the phenethylamine analog of 3C-E and the 4-ethoxy analog of mescaline.

  1. ^ "Erowid Online Books : "PIHKAL" - #72 E". www.erowid.org. Archived from the original on 2023-05-06. Retrieved 2024-02-02.

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