LAMPA

LAMPA (N-methyl-N-propyl lysergamide) is a structural analogue of lysergic acid diethylamide (LSD) that has been studied as a potential treatment for alcoholism.[1] In animal studies, LAMPA was found to be nearly equipotent to ECPLA and MIPLA for inducing a head-twitch response. LAMPA appears to be significantly less potent than LSD in humans, producing little to no noticeable effects at doses of 100 µg.[2]

LAMPA
Clinical data
Other namesLMP
Legal status
Legal status
  • US: Unscheduled
Identifiers
IUPAC name
  • N,7-dimethyl-N-propyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC20H25N3O
Molar mass323.440 g·mol−1
3D model (JSmol)
SMILES
  • CCCN(C)C(=O)C1CN(C2CC3=CNC4=CC=CC(=C34)C2=C1)C
InChI
  • InChI=InChI=1S/C20H25N3O/c1-4-8-22(2)20(24)14-9-16-15-6-5-7-17-19(15)13(11-21-17)10-18(16)23(3)12-14/h5-7,9,11,14,18,21H,4,8,10,12H2,1-3H3
  • Key:CZRJGQXHVRNZRZ-UHFFFAOYSA-N

See also

References
  1. Abramson HA, Rolo A (1967). "Comparison of LSD with methysergide and psilocybin on test subjects." (PDF). In Abramson HA (ed.). The use of LSD in psychotherapy and alcoholism. Bobbs-Merrill Company Inc. pp. 53–57. Retrieved 15 May 2022.
  2. Halberstadt AL, Klein LM, Chatha M, Valenzuela LB, Stratford A, Wallach J, et al. (February 2019). "Pharmacological characterization of the LSD analog N-ethyl-N-cyclopropyl lysergamide (ECPLA)". Psychopharmacology. 236 (2): 799–808. doi:10.1007/s00213-018-5055-9. PMC 6848745. PMID 30298278.
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