5-Fluoro-DMT
Chemical compound
From Wikipedia, the free encyclopedia
5-Fluoro-DMT, or 5-F-DMT, also known as 5-fluoro-N,N-dimethyltryptamine, is a psychedelic drug of the tryptamine family related to dimethyltryptamine (DMT) and to other psychedelic tryptamines like 5-chloro-DMT and 5-bromo-DMT.[1][2]
 | |
 | |
| Clinical data | |
|---|---|
| Other names | 5-F-DMT; 5F-DMT; 5-Fluoro-N,N-dimethyltryptamine |
| Drug class | Serotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C12H15FN2 |
| Molar mass | 206.264 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
| (verify) | |
Use and effects
5-Fluoro-DMT was not included nor mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved).[3]
Interactions
Pharmacology
Pharmacodynamics
5-Fluoro-DMT is known to have affinity for and to act as an agonist of the serotonin 5-HT1A and 5-HT2A receptors.[1][4][5] Fluorination of psychedelic tryptamines either reduces or has little effect on serotonin 5-HT2A and 5-HT2C receptor affinity or intrinsic activity, although 6-fluoro-DET is inactive as a psychedelic despite acting as a 5-HT2A agonist (cf. lisuride), while 4-fluoro-5-methoxy-DMT is a much stronger agonist at the serotonin 5-HT1A receptor than at the serotonin 5-HT2A receptor.[6][7]
5-Fluoro-DMT produces a robust head-twitch response in mice, and hence is a putative serotonergic psychedelic.[8][1][9] In another study however, it failed to substitute for LSD in rodent drug discrimination tests, at least at the assessed doses.[10] The drug also produces hypolocomotion and hypothermia in rodents.[1]
Chemistry
Analogues
Analogues of 5-fluoro-DMT include dimethyltryptamine (DMT), 5-fluorotryptamine (5-fluoro-T), 5-bromo-DMT, 5-chloro-DMT, bretisilocin (5-fluoro-MET), 5-fluoro-DET, 4-fluoro-DMT, 6-fluoro-DMT, 6-fluoro-DET, 4-fluoro-5-methoxy-DMT, 5-fluoro-AMT, 6-fluoro-AMT, and O-4310 (1-iPr-6-F-4-HO-DMT), among others.
History
5-Fluoro-DMT was first described in the scientific literature by Stephen Szára and colleagues by 1966.[11]
Society and culture
Legal status
Canada
5-Fluoro-DMT is not an explicitly nor implicitly controlled substance in Canada as of 2025.[12]
United States
5-Fluoro-DMT is not an explicitly controlled substance in the United States.[13] However, it could be considered a controlled substance under the Federal Analogue Act if intended for human consumption.