6-Fluoro-DMT, also known as 6-fluoro-N,N-dimethyltryptamine, is a serotonin receptor modulator of the tryptamine family related to dimethyltryptamine (DMT).
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.
6-Fluoro-DMT is known to possess varying affinities for serotonin receptors, adrenergic receptors, dopamine receptors, histamine receptors, the imidazoline I<sub>1</sub> receptor, sigma receptors, and the serotonin transporter (SERT). It has been found to be a potent partial agonist of the serotonin 5-HT<sub>2A</sub> receptor and a potent full agonist of the serotonin 5-HT<sub>2C</sub> receptor. In another study however, it showed affinity for the serotonin 5-HT<sub>1A</sub> and 5-HT<sub>2A</sub> receptors but was inactive as a serotonin 5-HT<sub>1A</sub> receptor agonist and showed low potency as a serotonin 5-HT<sub>2A</sub> receptor agonist. On the other hand, it was only about 3-fold less potent than dimethyltryptamine (DMT) as a serotonin 5-HT<sub>2A</sub> receptor agonist in this study. 6-Fluoro-DMT is less active than dimethyltryptamine (DMT) in producing effects in animal studies.
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.
6-Fluoro-DMT was first described in the scientific literature by at least 1966.