Diallyllysergamide

N,N-Diallyllysergamide (DAL, as the tartrate salt) is a psychedelic lysergamide.[1] In their book TiHKAL, Alexander and Ann Shulgin describe it as being "an order of magnitude less potent than LSD itself".

Diallyllysergamide
Clinical data
Other namesDAL, Lysergic acid diallylamide, d-lysergic acid diallylamide, d-diallyllysergamide
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • US: Analogue to a Schedule I/II drug (but only if it is intended for human consumption)
Pharmacokinetic data
Metabolismhepatic
Excretionrenal
Identifiers
IUPAC name
  • (6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-[4,3-fg]quinoline-9-carboxamide
PubChem CID
ChemSpider
Chemical and physical data
FormulaC22H25N3O
Molar mass347.462 g·mol−1
3D model (JSmol)
SMILES
  • C=CCN(CC=C)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C)C2)c34
InChI
  • InChI=1S/C22H25N3O/c1-4-9-25(10-5-2)22(26)16-11-18-17-7-6-8-19-21(17)15(13-23-19)12-20(18)24(3)14-16/h4-8,11,13,16,20,23H,1-2,9-10,12,14H2,3H3/t16-,20-/m1/s1 Y
  • Key:VAMQYGHNZLRSSA-OXQOHEQNSA-N Y
  (verify)

References
  1. Nichols DE (2018). Halberstadt AL, Vollenweider FX, Nichols DE (eds.). "Chemistry and Structure-Activity Relationships of Psychedelics". Current Topics in Behavioral Neurosciences. Springer. 36: 1–43. doi:10.1007/7854_2017_475. ISBN 978-3-662-55878-2. PMID 28401524.



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