5-Fluoro-DMT

5-Fluoro-DMT
Identifiers
	IUPAC name 2-(5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine;
CAS Number	22120-36-1 ;
PubChem CID	2762738;
ChemSpider	2043436 ;
UNII	67P3LCN6RM;
ChEMBL	ChEMBL1630729;
CompTox Dashboard (EPA)	DTXSID30376407 ;
Chemical and physical data
Formula	C12H15FN2
Molar mass	206.264 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CCC1=CNC2=C1C=C(C=C2)F;
	InChI InChI=1S/C12H15FN2/c1-15(2)6-5-9-8-14-12-4-3-10(13)7-11(9)12/h3-4,7-8,14H,5-6H2,1-2H3 ; Key:BXYDWQABVPBLBU-UHFFFAOYSA-N ;
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5-Fluoro-N,N-dimethyltryptamine (5-fluoro-DMT, 5F-DMT) is a tryptamine derivative related to compounds such as 5-bromo-DMT and 5-MeO-DMT.^[1]

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It is known to have affinity for and to act as an agonist of the serotonin 5-HT_1A and 5-HT_2A receptors.^[2]^[3] 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), while 4-fluoro-5-methoxy-DMT is a much stronger agonist at 5-HT_1A than 5-HT_2A.^[4]^[5]

5F-DMT produces a robust head-twitch response in mice, and hence is a putative serotonergic psychedelic.^[6] In another study however, it failed to substitute for LSD in rodent drug discrimination tests, at least at the assessed doses.^[7]

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5-Fluoro-DMT

See also

References

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