Abstract
THE establishment of trimethoxyamphetamine (Ib, TMA) as being of greater psychotropic potency than either α-ethyl mescaline (Ic) (ref. 1) or mescaline itself (Ia) (ref. 2) has led to the examination of analogues which retain the three carbon chain but vary in other areas of the molecule. The presence of elemicin (3,4,5-trimethoxy allylbenzene) in the aromatic ether fraction of oil of nutmeg3, and the proposal of a possible in vivo mechanism for its conversion to TMA (ref. 4) have afforded an explanation of the psychotropic action5 of nutmeg. The substance myristicin (II) is the major component of this fraction, and if it were to undergo a transformation parallel to that proposed for elemicin, a second amphetamine, 3-methoxy-4 5-methylenedioxy amphetamine (MMDA, IVa), would result.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Shulgin, A. T., Experientia, 19, 127 (1963).
Peretz, D. I., Smythies, J. R., and Gibson, W. C., J. Mental Sci., 101, 317 (1955). Shulgin, A. T., Bunnell, S., and Sargent, T., Nature, 189, 1011 (1961).
Shulgin, A. T., Nature, 197, 379 (1963).
Shulgin, A. T., Mind, 1, 299 (1963).
Weiss, G., Psychiat. Quart., 34, 346 (1960). Truitt, jun., E. B., Calloway, E., Braude, M. C., and Krantz, jun., J. C., J. Neuropsychiat., 2, 205 (1961).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
SHULGIN, A. 3-Methoxy-4 5-methylenedioxy Amphetamine, a New Psychotomimetic Agent. Nature 201, 1120–1121 (1964). https://doi.org/10.1038/2011120a0
Issue Date:
DOI: https://doi.org/10.1038/2011120a0
This article is cited by
-
Behavior and endocrine effects of 3,4,5-trimethoxyamphetamine in male mice
Experientia (1976)
-
Advances in chemistry in the benzo-1,4-dioxane series (review)
Chemistry of Heterocyclic Compounds (1975)
-
Some anticholinergic-like behavioural effects of trans (?)-?8 tetrahydrocannabinol
Psychopharmacologia (1971)
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.