FP-LAD

Last updated

FP-LAD
FP-LAD 2D.svg
FP-LAD 3D.png
Clinical data
Other namesFluoro-PRO-LAD; F-PRO-LAD; Fluoropropyl-LAD; TRALA-16; 6-(3-Fluoropropyl)-6-nor-LSD; (8β)-N,N-Diethyl-6-(3-fluoropropyl)-9,10-didehydroergoline-8-carboxamide
Drug class Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist
ATC code
  • None
Identifiers
  • (6aR,9R)-N,N-diethyl-7-(3-fluoropropyl)-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
PubChem CID
Chemical and physical data
Formula C22H28FN3O
Molar mass 369.484 g·mol−1
3D model (JSmol)
  • CCN(CC)C(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)CCCF
  • InChI=1S/C22H28FN3O/c1-3-25(4-2)22(27)16-11-18-17-7-5-8-19-21(17)15(13-24-19)12-20(18)26(14-16)10-6-9-23/h5,7-8,11,13,16,20,24H,3-4,6,9-10,12,14H2,1-2H3/t16-,20-/m1/s1
  • Key:BFFBEQKSDONILF-OXQOHEQNSA-N

FP-LAD, also known as fluoro-PRO-LAD or as TRALA-16, is a serotonin receptor modulator of the lysergamide family related to lysergic acid diethylamide (LSD; METH-LAD). [1] It is specifically a fluorinated derivative of PRO-LAD (6-propyl-6-nor-LSD) and an analogue of FLUORETH-LAD (FE-LAD; 6-ethyl-6-nor-LSD). [1]

Contents

The drug has been reported to act as a potent ligand of the serotonin 5-HT2 receptors. [1] It had affinities (Ki) of 0.93 nM at the serotonin 5-HT2A receptor, 1.8 nM at the serotonin 5-HT2B receptor, and 3.7 nM at the serotonin 5-HT2C receptor. [1] FP-LAD was assessed and found to be a full agonist of the serotonin 5-HT2A and 5-HT2C receptors, with EC50 Tooltip half-maximal effective concentration and Emax Tooltip maximal efficacy values of 0.48 nM (93%) and 1.7 nM (97%), respectively. [1] It had several-fold greater activational potency than LSD at the serotonin 5-HT2A and 5-HT2C receptors. [1]

The chemical synthesis of FP-LAD has been described. [1]

FP-LAD was patented by Daniel Trachsel and Matthias Liechti and colleagues in association with MindMed (Mind Medicine) in 2023. [1] It had also previously been described in an earlier patent by Andrew Kruegel in association with Gilgamesh Pharmaceuticals in 2022. [2] Hamilton Morris has described synthesizing FP-LAD and/or 1P-FP-LAD with Lizard Labs in 2025. [3] [4] [5] According to Morris, FP-LAD was active but had only about one-fifth of the potency of LSD. [5]

See also

References

  1. 1 2 3 4 5 6 7 8 US 2023/0414583,Trachsel D, Liechti ME, Lustenberger F,"Lysergic acid derivatives with modified LSD-like action",published 28 December 2023, assigned to Mind Medicine Inc.
  2. WO 2022226408A1,Kruegel AC,"Novel ergolines and methods of treating mood disorders",published 25 April 2022, assigned to Gilgamesh Pharmaceuticals, Inc. Example 13: Preparation of (6aR,9R)-N,N-diethyl-7-(cyclopropylmethyl)-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (13) [...]
  3. Andrew Callaghan (27 September 2025). "The Fight for Legal Psychedelics (#12)". Channel 5 with Andrew Callaghan (Podcast). YouTube. Event occurs at 1:14:26–1:15:32. [...] I just made a really interesting variant of LSD. I don't know if I have to bleep this out, but it was propyl-fluoro-1-propionyl-nor-LSD. And 6-propylfluoro. [...]
  4. Adam Jay Moskowitz (2 October 2025). "Drug Journalist Hamilton Morris on Why All Drugs Should Be Legal". A Cheese Course (Podcast). YouTube. Event occurs at 29:48–31:12. [...]
  5. 1 2 Hamilton Morris (13 July 2025). "POD 128: Dr. Daniel Panaccione on a newly discovered lysergamide producing fungus". The Hamilton Morris Podcast (Podcast). Patreon. Event occurs at ~58:20.