6-Fluoro-DMT

Use and effects

6-Fluoro-DMT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved). However, he did briefly discuss it in an early literature review, but its properties and effects in humans were not described.

The closely related compound 6-fluoro-DET has been found to be inactive in terms of psychedelic-type effects both in animals and humans. Relatedly, it has been claimed that 6-fluoro-DMT is inactive as a psychedelic similarly to 6-fluoro-DET, though it is unclear whether this claim was based on actual testing or on extrapolation from 6-fluoro-DET and theoretical notions. In the 1960s, it had been theorized by Stephen Szára and colleagues that psychedelic tryptamines were prodrugs that required 6-hydroxylation to become hallucinogenic, but this theory was later found to be incorrect. Indeed, the related compound 6-fluoro-AMT is known to be robustly active as a psychedelic.

Pharmacology

Pharmacodynamics

6-Fluoro-DMT is known to possess varying affinities for serotonin receptors, adrenergic receptors, dopamine receptors, histamine receptors, the imidazoline I1 receptor, sigma receptors, and the serotonin transporter (SERT). It has been found to be a potent partial agonist of the serotonin 5-HT2A receptor and a potent full agonist of the serotonin 5-HT2C receptor. In another study however, it showed affinity for the serotonin 5-HT1A and 5-HT2A receptors but was inactive as a serotonin 5-HT1A receptor agonist and showed low potency as a serotonin 5-HT2A receptor agonist. On the other hand, it was only about 3-fold less potent than dimethyltryptamine (DMT) as a serotonin 5-HT2A receptor agonist in this study. 6-Fluoro-DMT is less active than dimethyltryptamine (DMT) in producing effects in animal studies.

Chemistry

Analogues

Analogues of 6-fluoro-DMT include 4-fluoro-DMT, 5-fluoro-DMT, 5-fluoro-AMT, 5-bromo-DMT, 5-chloro-DMT, bretisilocin (5-fluoro-MET), 6-fluoro-AMT, 6-fluoro-DET, 6-methyl-DMT, 6-MeO-DMT, and 6-hydroxy-DMT, among others.

History

6-Fluoro-DMT was first described in the scientific literature by at least 1966.

References

References

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