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Diallyllysergamide

In today's article we are going to delve into the fascinating world of Diallyllysergamide. From its origins to its impact on modern society, Diallyllysergamide has been a topic of interest and controversy for many. Over the years, Diallyllysergamide has evolved and adapted to cultural and technological changes, leaving a deep mark on history. We will explore the most relevant aspects of Diallyllysergamide, from its influence on popular culture to its implications in the scientific field. Join us on this exciting journey to discover everything related to Diallyllysergamide.

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Diallyllysergamide
Clinical data
Other namesDAL; Lysergic acid diallylamide; LDA; d-Lysergic acid diallylamide; d-Diallyllysergamide
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Legal status
Legal status
Identifiers
  • (6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-quinoline-9-carboxamide
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.163.206 Edit this at Wikidata
Chemical and physical data
FormulaC22H25N3O
Molar mass347.462 g·mol−1
3D model (JSmol)
  • C=CCN(CC=C)C(=O)2C=C1c3cccc4cc(C1N(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 checkY
  • Key:VAMQYGHNZLRSSA-OXQOHEQNSA-N checkY
  (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]

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. ^ a b c d e 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. ^ a b c 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. ^ a b 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.