6-Fluoro-DET

6-Fluoro-DET (6F-DET, 6-fluoro-N,N-diethyltryptamine) is a substituted tryptamine derivative related to drugs such as DET and 5-fluoro-DET. It acts as a partial agonist at the 5-HT_2A receptor,^[1] but while it produces similar physiological effects to psychedelic drugs, it does not appear to produce psychedelic effects itself even at high doses. Relatedly, 6-F-DET does not substituted for LSD in drug discrimination tests and does not produce the head-twitch response in rodents.^[1][2][3] For the preceding reasons, it saw some use as an active placebo in early clinical trials of psychedelic drugs but was regarded as having little use otherwise,^[4] though more recent research into compounds such as AL-34662, TBG and zalsupindole has shown that these kind of non-psychedelic 5-HT_2A agonists can have various useful applications.^{[5][6][7][8][9][10]}

6-Fluoro-DET

Clinical data
Other names	6-F-DET 6-Fluoro-N,N-diethyltryptamine 1H-Indole-3-ethanamine, N,N-diethyl-6-fluoro-
Identifiers
IUPAC name N,N-diethyl-2-(6-fluoro-1H-indol-3-yl)ethanamine
CAS Number	2836-69-3 Y
PubChem CID	17371
ChemSpider	16436
UNII	0ZD2XR6YPV
ChEMBL	ChEMBL444612
CompTox Dashboard (EPA)	DTXSID301345652
Chemical and physical data
Formula	C14H19FN2
Molar mass	234.318 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCN(CC)CCC1=CNC2=C1C=CC(=C2)F
InChI InChI=1S/C14H19FN2/c1-3-17(4-2)8-7-11-10-16-14-9-12(15)5-6-13(11)14/h5-6,9-10,16H,3-4,7-8H2,1-2H3 Key:RPWUTEXLVPDNEA-UHFFFAOYSA-N

A hypothesis for the lack of head-twitch response in mice and hallucinogenic effects in humans is that 6-F-DET acts as a 5-HT_2A receptor partial agonist of the Gq signaling pathway.^[1] This hypothesis explains the lack of hallucinogenic effects of other 5-HT_2A receptor ligands, which are also weak Gq agonists and below the efficacy threshold found to induce psychedelic effects, like 25N-N1-Nap, 2-Br-LSD, lisuride, tabernanthalog, and 6-MeO-DMT.^[1][9][11]

See also

• 5-F-DMT
• 5-F-DET
• 5-F-MET
• 5-F-EPT
• 6-F-AMT
• 6-F-DMT
• 6-MeO-DMT
• 6-MeO-isoDMT
• 25N-N1-Nap
• Lisuride
• 2-Br-LSD
• Tabernanthalog