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Names

7-Fluoropsilocin
7-Fluoro-4-hydroxy-N,N-dimethyltryptamine
7-Fluoro-4-HO-DMT

IUPAC name

3-[2-(Dimethylamino)ethyl]-7-fluoro-1H-indol-4-ol

ID 5061 · Formula C₁₂H₁₅FN₂O · Molecular weight 222.259

Tags Tryptamine

InChI InChI=1S/C12H15FN2O/c1-15(2)6-5-8-7-14-12-9(13)3-4-10(16)11(8)12/h3-4,7,14,16H,5-6H2,1-2H3

InChI Key LPDHCZRVHHMQEB-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CN(CCc1c[nH]c2c1c(O)ccc2F)C

ChemSpider 8760493
PubChem 10585117

Blair, JB; Kurrasch-Orbaugh, D; Marona-Lewicka, D; Cumbay, MG; Watts, VJ; Barker, EL; Nichols, DE. Effect of ring fluorination on the pharmacology of hallucinogenic tryptamines J. Med. Chem., 1 Nov 2000, 43 (24), 4701–4710. 494 kB. https://doi.org/10.1021/jm000339w #4 MS,NMR

Blair, JB. Synthesis and pharmacological evaluation of fluorinated hallucinogenic tryptamine analogs and thienopyrrole bioisosteres of N,N-dimethyltryptamine Ph. D. Thesis, Purdue University, West Lafayette, IN, 1 Jan 1997. 3.3 MB. #9 MS,NMR

Nichols, DE. Chemistry and structure–activity relationships of psychedelics In Behavioral Neurobiology of Psychedelic Drugs; Halberstadt, AL; Vollenweider, FX; Nichols, DE, Eds., Springer, 1 Jan 2017; pp 1-43. 2.6 MB. https://doi.org/10.1007/7854_2017_475 #5

Nichols, DE. Structure-activity relationships of serotonin 5-HT_2A agonists WIREs Membr. Transp. Signal, 1 Sep 2012, 1 (5), 559-579. 573 kB. https://doi.org/10.1002/wmts.42 #2

Duan, W; Cao, D; Wang, S; Cheng, J. Serotonin 2A receptor (5-HT_2AR) agonists: Psychedelics and non-hallucinogenic analogues as emerging antidepressants Chem. Rev., 10 Jan 2024, 124 (1), 124–163. 12.6 MB. https://doi.org/10.1021/acs.chemrev.3c00375 #38

6-Fluoro-4-HO-DMT · 6-Fluoro-4-hydroxy-N,N-dimethyltryptamine · 6-Fluoropsilocin

7-Fluoro-5-HO-DMT · 7-Fluoro-5-hydroxy-N,N-dimethyltryptamine

7 Dec 2019 · · Isomer Design