Chemistry:Diallyllysergamide

From HandWiki
Short description: Chemical compound
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
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC22H25N3O
Molar mass347.462 g·mol−1
3D model (JSmol)
  (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. 1.0 1.1 1.2 1.3 1.4 Shulgin, Alexander; Shulgin, Ann (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. ISBN 0-9630096-9-9. OCLC 38503252. http://www.erowid.org/library/books_online/tihkal/tihkal.shtml.  "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. 2.0 2.1 2.2 Chemistry and Structure-Activity Relationships of Psychedelics. Current Topics in Behavioral Neurosciences. 36. Springer. 2018. pp. 1–43. doi:10.1007/7854_2017_475. ISBN 978-3-662-55878-2. 
  3. 3.0 3.1 "Basic Pharmacology and Effects". Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. 2003. pp. 67–137. ISBN 978-0-12-433951-4. https://citeseerx.ist.psu.edu/document?repid=rep1&type=pdf&doi=6bb3a7499da8e9852b39cd4db16891147c83f5c6. Retrieved 1 February 2025.