N-Acetylmescaline
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| Formula | C13H19NO4 |
| Molar mass | 253.298 g·mol−1 |
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| Melting point | 93 to 94 °C (199 to 201 °F) [1] |
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N-Acetylmescaline is a mescaline derivative found in trace quantities in peyote (Lophophora williamsii).[1] It is a metabolite of mescaline in humans, but it has little pharmacological activity of its own.[2] At doses of up to 750 mg, only mild drowsiness was observed.[2][3] Hence, N-acetylmescaline appears to be inactive as a hallucinogen.[3] N-Acetylmescaline has microtubule assembly inhibitory activity.[4]
See also
References
- ^ a b Buckingham J, Macdonald F, eds. (1996). Dictionary of Natural Products. Vol. 6. Chapman & Hall. p. 3842. ISBN 978-0-412-54110-0.
- ^ a b Shulgin AT (1976). "Psychotomimetic Agents". In Gordon M (ed.). Psychopharmacological Agents. Vol. 4. Academic Press. p. 94. ISBN 978-0-323-15963-0.
- ^ a b Mangner TJ (1978). Potential Psychotomimetic Antagonists. N,n -diethyl-1-methyl-3-aryl-1, 2, 5, 6-tetrahydropyridine-5-carboxamides (Ph.D. thesis). University of Michigan. doi:10.7302/11268. Archived from the original on 30 March 2025.
Two N-substituted mescaline analogs isolated from L. williamsii are N-methylmescaline (62a) and N-acetylmescaline (62b).95 N-Methylmescaline shows no central effects at a dose which would represent many times the level that would be encountered in a normal dose of peyote.67 N-Acetylmescaline, which has been identified as a metabolite of mescaline in man, is centrally inactive to 750 mg.96
- ^ Dumortier C, Potenziano JL, Bane S, Engelborghs Y (October 1997). "The mechanism of tubulin-colchicine recognition--a kinetic study of the binding of a bicyclic colchicine analogue with a minor modification of the A ring". European Journal of Biochemistry. 249 (1): 265–269. doi:10.1111/j.1432-1033.1997.t01-1-00265.x. PMID 9363778.