5-Fluoro-DET

5-Fluoro-DET
Clinical data
Other names
  • 5-F-DET
  • 5-Fluoro-N,N-diethyltryptamine
Identifiers
  • 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)
  • CCN(CC)CCC1=CNC2=C1C=C(C=C2)F
  • 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

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]

  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" (PDF). Journal of Medicinal Chemistry. 53 (24): 8747–59. doi:10.1021/jm1009988. PMID 21090682. S2CID 207225972.
  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..