5-Fluoro-''N'',''N''-dimethyltryptamine (5-fluoro-DMT, 5F-DMT) is a
tryptamine
Tryptamine is an indolamine metabolite of the essential amino acid, tryptophan. The chemical structure is defined by an indole ─ a fused benzene and pyrrole ring, and a 2-aminoethyl group at the second carbon (third aromatic atom, with the f ...
derivative related to compounds such as
5-bromo-DMT
5-Bromo-DMT (5-bromo-''N'',''N''-dimethyltryptamine) is a psychedelic brominated indole alkaloid found in the sponges ''Smenospongia aurea'' and ''Smenospongia echina'', as well as in ''Verongula rigida'' (0.00142% dry weight) alongside 5,6-Dibr ...
and
5-MeO-DMT
5-MeO-DMT (5-methoxy-''N'',''N''-dimethyltryptamine) or O-methyl-bufotenin is a psychedelic of the tryptamine class. It is found in a wide variety of plant species, and also is secreted by the glands of at least one toad species, the Colorado Ri ...
. Fluorination of psychedelic tryptamines either reduces or has little effect on 5-HT
2A/C receptor affinity or intrinsic activity, although 6-fluoro-DET is inactive as a psychedelic despite acting as a 5-HT
2A agonist (cf.
lisuride
Lisuride, sold under the brand name Dopergin among others, is a monoaminergic medication of the ergoline class which is used in the treatment of Parkinson's disease, migraine, and high prolactin levels. It is taken by mouth.
Side effects of lis ...
), while
4-fluoro-5-methoxy-DMT is a much stronger agonist at 5-HT
1A than 5-HT
2A.
See also
*
5-Fluoro-AMT
5-Fluoro-α-methyltryptamine (5-Fluoro-αMT, 5F-AMT), also known as PAL-544, is a putative stimulant, entactogen, and psychedelic tryptamine derivative related to α-methyltryptamine (αMT). It has been found to act as a well-balanced seroto ...
*
5-Fluoro-DET
5-Fluoro-DET (5F-DET, 5-fluoro-''N,N''-diethyltryptamine) is a tryptamine derivative related to drugs such as DET and 5-MeO-DET. It acts as an inhibitor of the enzyme myeloperoxidase, and is also thought to be an agonist
An agonist is a chem ...
*
5-Fluoro-MET
5-Fluoro-MET (5F-MET, 5-fluoro-''N''-methyl-''N''-ethyltryptamine) is a psychedelic tryptamine derivative related to drugs such as 5-Fluoro-DMT and N-Methyl-N-ethyltryptamine (MET). It acts as an agonist at the 5-HT2A receptor with an EC50 o ...
*
6-fluoro-AMT
6-Fluoro-α-methyltryptamine (6-fluoro-AMT, 6F-AMT) is a tryptamine derivative related to compounds such as alpha-methyltryptamine and 5-MeO-AMT, which has been sold as a designer drug. Animal tests showed it to be somewhat less active than AMT ...
*
6-Fluoro-DMT
6-Fluoro-''N'',''N''-dimethyltryptamine (6-Fluoro-DMT) is a synthetic drug of the tryptamine chemical class.
Pharmacology
Binding profile
6-Fluoro-DMT possess affinity for the 5-HT1A (392.6 nM), 5-HT1B (217.7 nM), 5-HT1D (55.4 nM), 5- ...
*
4-fluoro-5-methoxy-DMT
*
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-HT2A receptor, but while it produces similar physiological eff ...
br>
6-Fluoro-DET
*
O-4310
O-4310 (1-isopropyl-6-fluoro-psilocin) is a tryptamine derivative developed by Organix Inc which acts as a serotonin receptor agonist. It is claimed to have an EC50 of 5nM at 5-HT2A with 89% efficacy vs 5-HT, and 100x selectivity over 5-HT2C, ...
*It's worth noting that
GR-159897 is based on the same structure.
References
Psychedelic tryptamines
Tryptamines
Fluoroarenes
Dimethylamino compounds
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