Metaescaline
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| Preferred IUPAC name
2-(3-Ethoxy-4,5-dimethoxyphenyl)ethan-1-amine | |
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3D model (JSmol)
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| Properties | |
| C12H19NO3 | |
| Molar mass | 225.288 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Metaescaline (3,4-dimethoxy-5-ethoxyphenethylamine) is a lesser-known psychedelic drug. It is an analog of mescaline. Metaescaline was first synthesized by Alexander Shulgin. In his book PiHKAL, the dosage 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]
See also
[edit]References
[edit]- ^ Metaescaline entry in PiHKAL
- ^ Jacob, Peyton; Shulgin, Alexander T. (1984). "Sulfur analogs of psychotomimetic agents. 30. Ethyl homologs of mescaline and their monothioanalogs". Journal of Medicinal Chemistry. 27 (7): 881–888. doi:10.1021/jm00373a013. PMID 6737431.
- ^ Clare, Brian W. (1990). "Structure-activity correlations for psychotomimetics. 1. Phenylalkylamines: Electronic, volume, and hydrophobicity parameters". Journal of Medicinal Chemistry. 33 (2): 687–702. doi:10.1021/jm00164a036. PMID 2299636.
- ^ Clare, Brian W. (1998). "The Frontier Orbital Phase Angles: Novel QSAR Descriptors for Benzene Derivatives, Applied to Phenylalkylamine Hallucinogens". Journal of Medicinal Chemistry. 41 (20): 3845–3856. doi:10.1021/jm980144c. PMID 9748359.