Encyclopedia of Chemistry

5-Fluoro-alphamethyltryptamine (5-F-α-MT) is a tryptamine derivative. It is similar in structure to hallucinogenic tryptamines such as AMT and 5-MeO-AMT.

5-F-α-MT has been found to act as a potent and selective MAO-A inhibitor,^[1][2] and also as a 5HT_2A receptor agonist.^[3] It produces a strong head-twitch response in mice, and this effect is known to correlate with hallucinogenic effects in humans,^[4][5] which suggests that 5-F-α-MT would be an active hallucinogen in humans, although it is not known to have been tested in humans and could potentially be dangerous due to its strong MAO-A inhibition effects.

References

1. ^ Kinemuchi H, Arai Y. Selective inhibition of monoamine oxidase A and B by two substrate-analogues, 5-fluoro-alpha-methyltryptamine and p-chloro-beta-methylphenethylamine. Research Communications in Chemical Pathology and Pharmacology. 1986 Oct;54(1):125-8.
2. ^ Kim SK, Toyoshima Y, Arai Y, Kinemuchi H, Tadano T, Oyama K, Satoh N, Kisara K. Inhibition of monoamine oxidase by two substrate-analogues, with different preferences for 5-hydroxytryptamine neurons. Neuropharmacology. 1991 Apr;30(4):329-35.
3. ^ Chairungsrilerd N, Furukawa K, Tadano T, Kisara K, Ohizumi Y. Effect of gamma-mangostin through the inhibition of 5-hydroxy-tryptamine2A receptors in 5-fluoro-alpha-methyltryptamine-induced head-twitch responses of mice. British Journal of Pharmacology. 1998 Mar;123(5):855-62.
4. ^ Corne SJ, Pickering RW. A possible correlation between drug induced hallucinations in man and a behavioral response in mice. Psychopharmacologia 1967, 11, 65-78.
5. ^ Yamamoto T, Ueki S. The role of central serotonergic mechanisms on head-twitch and backward locomotion induced by hallucinogenic drugs. Pharmacology, Biochemistry and Behaviour. 1981, 14, 89-95.