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.[1][2] It acts as an inhibitor of the enzyme myeloperoxidase,[3] and is also thought to be an agonist at the 5-HT2A receptor.[4]

5-Fluoro-DET
Clinical data
Other names
  • 5-F-DET
  • 5-Fluoro-N,N-diethyltryptamine
Identifiers
IUPAC name
  • N,N-diethyl-2-(5-fluoro-1H-indol-3-yl)ethanamine
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC14H19FN2
Molar mass234.318 g·mol−1
3D model (JSmol)
SMILES
  • CCN(CC)CCC1=CNC2=C1C=C(C=C2)F
InChI
  • InChI=1S/C14H19FN2/c1-3-17(4-2)8-7-11-10-16-14-6-5-12(15)9-13(11)14/h5-6,9-10,16H,3-4,7-8H2,1-2H3
  • Key:LBJIPBJDJFZKIQ-UHFFFAOYSA-N

See also

References
  1. Pelchowicz Z, Kaluszyner A, Bentov M (1961). "1067. N-alkylated 5-fluorotryptamines". Journal of the Chemical Society (Resumed): 5418–5421. doi:10.1039/JR9610005418.
  2. Kalir A, Szara S (May 1966). "Synthesis and pharmacological activity of alkylated tryptamines". Journal of Medicinal Chemistry. 9 (3): 341–4. doi:10.1021/jm00321a017. PMID 5960901.
  3. Soubhye J, Prévost M, Van Antwerpen P, Zouaoui Boudjeltia K, Rousseau A, Furtmüller PG, Obinger C, Vanhaeverbeek M, Ducobu J, Néve J, Gelbcke M, Dufrasne FO (December 2010). "Structure-based design, synthesis, and pharmacological evaluation of 3-(aminoalkyl)-5-fluoroindoles as myeloperoxidase inhibitors". Journal of Medicinal Chemistry. 53 (24): 8747–59. doi:10.1021/jm1009988. PMID 21090682.
  4. WO 2021/168082, Kruegel AC, Sporn J, "Specific Tryptamines for use in the Treatment of Mood Disorders.", published 26 August 2021, assigned to Gilgamesh Pharmaceuticals, Inc..
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