Diallyllysergamide

Last updated
Diallyllysergamide
DALAD.svg
Clinical data
Other namesDAL; Lysergic acid diallylamide; LDA; d-Lysergic acid diallylamide; d-Diallyllysergamide
Routes of
administration 		Oral [1]
Drug class Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
Identifiers
  • (6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-[4,3-fg]quinoline-9-carboxamide
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard 100.163.206 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C22H25N3O
Molar mass 347.462 g·mol−1
3D model (JSmol)
  • C=CCN(CC=C)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C)C2)c34
  • 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 Yes check.svgY
  • Key:VAMQYGHNZLRSSA-OXQOHEQNSA-N Yes check.svgY
   (verify)

N,N-Diallyllysergamide (DAL), also known as lysergic acid diallylamide (LDA), is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). [1] [2] It is taken orally. [1]

Contents

Use and effects

In his 1997 book TiHKAL (Tryptamines I Have Known and Loved), Alexander Shulgin described DAL as producing "at best a touch of sparkle" of LSD at dose of 600 μg of the tartrate salt taken orally, but as also producing a sedation. [1] Subsequently, in a 2003 literature review, Shulgin listed an active dose as greater than 1 mg. [3] He has described the drug as being at least an order of magnitude less potent than LSD. [1] [3]

Interactions

Pharmacology

Pharmacodynamics

DAL interacts with serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors. [2] It acts as a serotonin 5-HT2A receptor agonist, but with about 5-fold lower potency than LSD. [2]

See also

References

  1. 1 2 3 4 5 Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN   0-9630096-9-9. OCLC   38503252. "DAL, N,N-Diallyllysergamide. As the tartrate salt, there is at best a touch of sparkle seen at 600 micrograms orally, but there is a sedation also reported. It is certainly an order of magnitude less potent than LSD itself."
  2. 1 2 3 Nichols DE (2018). Halberstadt AL, Vollenweider FX, Nichols DE (eds.). Chemistry and Structure-Activity Relationships of Psychedelics. Current Topics in Behavioral Neurosciences. Vol. 36. Springer. pp. 1–43. doi:10.1007/7854_2017_475. ISBN   978-3-662-55878-2. PMID   28401524.
  3. 1 2 Shulgin AT (2003). "Basic Pharmacology and Effects". In Laing RR (ed.). Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. pp. 67–137. ISBN   978-0-12-433951-4 . Retrieved 1 February 2025.
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