Metaescaline

Metaescaline, also known as 3,4-dimethoxy-5-ethoxyphenethylamine, is a lesser-known psychedelic drug of the scaline family. It is an analogue of mescaline. Metaescaline was first synthesized by Alexander Shulgin. In his book PiHKAL, the dose range is listed as 200–350 mg, and the duration listed as 8–12 hours.^[1] Metaescaline produces mental insights, entactogenic, MDMA-like effects, and TOMSO-like activation. Little data exists about the pharmacological properties, metabolism, and toxicity of metaescaline, though it has been studied to a limited extent in comparison with other related compounds.^[2][3][4]

Metaescaline

Clinical data
Other names	3,4-Dimethoxy-5-ethoxyphenethylamine
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	8–12 hours[1]
Identifiers
IUPAC name 2-(3-ethoxy-4,5-dimethoxyphenyl)ethan-1-amine
CAS Number	90132-31-3 Y
PubChem CID	44350068
ChemSpider	21106344 Y
UNII	M4HNS35MM2
ChEMBL	ChEMBL126963 Y
CompTox Dashboard (EPA)	DTXSID30658376
Chemical and physical data
Formula	C12H19NO3
Molar mass	225.288 g·mol−1
3D model (JSmol)	Interactive image
SMILES COc1c(cc(cc1OCC)CCN)OC
InChI InChI=1S/C12H19NO3/c1-4-16-11-8-9(5-6-13)7-10(14-2)12(11)15-3/h7-8H,4-6,13H2,1-3H3 Y Key:HNBAVLIQFTYMAX-UHFFFAOYSA-N Y
(verify)

See also

• Substituted mescaline analogue