5-Fluoro-AMT

5-Fluoro-AMT
Clinical data
Other names5-Fluoro-α-methyltryptamine; 5-Fluoro-alpha-methyltryptamine; 5-Fluoro-αMT; 5-Fluoro-AMT; 5F-AMT; PAL-212; PAL-544
Routes of
administration		Oral[1]
Drug classSerotonin receptor agonist; Serotonin 5-HT2A receptor agonist; Serotonin–norepinephrine–dopamine releasing agent; Serotonergic psychedelic; Hallucinogen; Stimulant; Entactogen
Identifiers
IUPAC name
  • 1-(5-fluoro-1H-indol-3-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H13FN2
Molar mass192.237 g·mol−1
3D model (JSmol)
SMILES
  • Fc1cc2c(cc1)[nH]cc2CC(N)C
InChI
  • InChI=1S/C11H13FN2/c1-7(13)4-8-6-14-11-3-2-9(12)5-10(8)11/h2-3,5-7,14H,4,13H2,1H3 Y
  • Key:CTGFDWBZMCPVED-UHFFFAOYSA-N Y
  (verify)

5-Fluoro-αMT, also known as 5-fluoro-α-methyltryptamine (5F-AMT) or as PAL-212[2][3] or PAL-544,[4][5] is a monoaminergic drug of the tryptamine and α-alkyltryptamine families related to α-methyltryptamine (αMT).[2][3][4]

The drug is known to act as a serotonin receptor agonist,[2][3] monoamine releasing agent,[2][3][4] and potent monoamine oxidase inhibitor.[6][7] It produces psychedelic- and stimulant-like effects in animals.[8][7][9][10] 5-Fluoro-AMT is also known to be psychoactive in humans, though its effects have not been well-described.[1][11]

5-Fluoro-AMT was first described in the scientific literature by 1963.[10] There has been interest in 5-fluoro-AMT as a possible treatment for cocaine dependence.[4]

  1. ^ a b Cite error: The named reference McKennaTowers1984 was invoked but never defined (see the help page).
  2. ^ a b c d Blough BE, Landavazo A, Decker AM, Partilla JS, Baumann MH, Rothman RB (October 2014). "Interaction of psychoactive tryptamines with biogenic amine transporters and serotonin receptor subtypes". Psychopharmacology (Berl). 231 (21): 4135–4144. doi:10.1007/s00213-014-3557-7. PMC 4194234. PMID 24800892.
  3. ^ a b c d Cite error: The named reference BloughLandavazoPartilla2014 was invoked but never defined (see the help page).
  4. ^ a b c d Banks ML, Bauer CT, Blough BE, Rothman RB, Partilla JS, Baumann MH, Negus SS (June 2014). "Abuse-related effects of dual dopamine/serotonin releasers with varying potency to release norepinephrine in male rats and rhesus monkeys". Experimental and Clinical Psychopharmacology. 22 (3): 274–284. doi:10.1037/a0036595. PMC 4067459. PMID 24796848.
  5. ^ "5-Fluoro-AMT". Isomer Design. 11 November 2024. Retrieved 7 December 2024.
  6. ^ Cite error: The named reference Reyes-ParadaIturriaga-VasquezCassels2019 was invoked but never defined (see the help page).
  7. ^ a b Cite error: The named reference NakagawasaiAraiSatoh2004 was invoked but never defined (see the help page).
  8. ^ Cite error: The named reference HalberstadtGeyer2018 was invoked but never defined (see the help page).
  9. ^ Cite error: The named reference TadanoNedaHozumi1995 was invoked but never defined (see the help page).
  10. ^ a b Cite error: The named reference KalirSzara1963 was invoked but never defined (see the help page).
  11. ^ Cite error: The named reference ThisLandPress2013 was invoked but never defined (see the help page).
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