| Width | 250px |
|---|---|
| Routes of administration | Oral[1] |
| Class | Psychoactive drug; "Mood elevator" |
| Atc prefix | None |
| Cas number | 39201-81-5 |
| Pubchem | 14622431 |
| Chemspiderid | 15382929 |
| Synonyms | 3-Methoxy-4-allyloxyphenethylamine; 4-Allyloxy-3-methoxyphenethylamine; ALLOMPEA; 3-Desmethoxyallylescaline |
| Iupac name | 2-(3-methoxy-4-prop-2-enoxyphenyl)ethanamine |
| C | 12 |
| H | 17 |
| N | 1 |
| O | 2 |
| Smiles | COC1=C(C=CC(=C1)CCN)OCC=C |
| Stdinchi | 1S/C12H17NO2/c1-3-8-15-11-5-4-10(6-7-13)9-12(11)14-2/h3-5,9H,1,6-8,13H2,2H3 |
| Stdinchikey | DVMQMRGYKZBKKX-UHFFFAOYSA-N |
MAPEA, also known as 3-methoxy-4-allyloxyphenethylamine or as 3-desmethoxyallylescaline, is a psychoactive drug of the phenethylamine family related to the psychedelic drug and scaline allylescaline.[1][2][3] It is the 3-desmethoxy analogue of allylescaline.[1][2][3] The drug is said to be a "mood elevator" at doses of 100 to 300 mg orally, in contrast to related drugs like allylescaline which are psychedelic hallucinogens.[1][2][3] The chemical synthesis of MAPEA has been described.[2][3] MAPEA was first described in the scientific literature by Otakar Leminger in 1972.[1][2][3] Subsequent, it was further described by Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved) in 1991.[1][2]
See also
- Substituted methoxyphenethylamine
- Scaline § Related compounds
- 3-Methoxy-4-ethoxyphenethylamine (MEPEA; 3-desmethoxyescaline)
- 3,4-Dimethoxyphenethylamine (DMPEA; 3-desmethoxymescaline)
References
- ^ "Two of them were simple phenethylamines, one with an ethoxy group at the 4-position, and one with an allyloxy group there. Both, he said, were mood elevators active between 100 and 300 milligrams. One of them was this material, here called MEPEA, and the other one was 3-methoxy-4-allyloxyphenethylamine, or MAPEA. When I did meet him in person, he gave me a most remarkable publication which had been authored some ten years earlier, by a person named Leminger, now dead. It was all in Czech, but quite unmistakably, right there on the third page, were the structures of MEPEA and MAPEA, and the statement that they were active at between 100 and 300 milligrams. I have not yet made the allyloxy compound, but I feel that it too might be a gentle mood elevator similar to the ethoxy." [...] "In the Czechoslovakian publication that presented MEPEA and MAPEA. there were descriptions of escaline (E), proscaline (P), and the allyloxy analogue (AL). These are all active in man, and have been entered elsewhere. This is the only published material dealing with psychedelic drugs I have ever been able to find, from the laboratory of Otakar Leminger."
- ^ Shulgin A, Manning T, Daley PF (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley: Transform Press. ISBN 978-0-9630096-3-0.
- ^ Otakar Leminger (1972). "Příspěvek k chemii v jádře alkoxylovaných β-fenoetylaminů – II: O některých v jádře alkoxylovaných β-fenoetylaminech, resp. jejich sulfátech" [A Contribution to the chemistry of alkoxylated phenethylamines – part 2: On some core-alkoxylated β-phenethylamines and their sulfates]. Chemický Průmysl. 22: 553–557. Archived 17 February 2026 at the Wayback Machine.