4-Desmethylene-LSD

This article is about 4-nor-LSD. For other nor-LSD compounds, see Nor-LSD (disambiguation).
4-Desmethylene-LSD
Clinical data
Other names4-Nor-LSD; 3,5-Seco-LSD; DEIMDHPCA; "Compound 11"
Drug classSerotonin 5-HT2 receptor agonist; Psychoplastogen; Simplified/partial LSD analogue
Identifiers
  • (3R)-N,N-diethyl-5-(1H-indol-4-yl)-1-methyl-3,6-dihydro-2H-pyridine-3-carboxamide
CAS Number
PubChem CID
Chemical and physical data
FormulaC19H25N3O
Molar mass311.429 g·mol−1
3D model (JSmol)
  • CCN(CC)C(=O)[C@H]1CN(CC(=C1)C2=C3C=CNC3=CC=C2)C
  • InChI=1S/C19H25N3O/c1-4-22(5-2)19(23)15-11-14(12-21(3)13-15)16-7-6-8-18-17(16)9-10-20-18/h6-11,15,20H,4-5,12-13H2,1-3H3/t15-/m1/s1
  • Key:GDCMLRPQENDWLG-OAHLLOKOSA-N

4-Desmethylene-LSD, also known as 4-nor-LSD, 3,5-seco-LSD, or DEIMDHPCA, is an indole derivative and a "partial" or simplified lysergamide which is closely related to the highly potent serotonergic psychedelic lysergic acid diethylamide (LSD). It is specifically the analogue of LSD in which one of LSD's carbon atoms in the ergoline ring system, the carbon at position 4, has been removed. This in turn renders the molecule more flexible and makes it a partially conformationally constrained indolic phenethylamine-containing compound rather than an ergoline. 4-Desmethylene-LSD is known to be a highly potent serotonin 5-HT2 receptor agonist similarly to LSD and to produce psychoplastogenic effects.

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