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Diallyllysergamide

Chemical compound

Summary

Chemical compound

Field	Value
Watchedfields	changed
verifiedrevid	447574467
image	DALAD.svg
image_class	skin-invert-image
width	175px
image2	DAL 3D.png
image_class2	bg-transparent
width2	200px
routes_of_administration	Oral
class	Serotonergic psychedelic; Hallucinogen
ATC_prefix	None
legal_US	Analogue
legal_US_comment	(but only if it is intended for human consumption)
CAS_number	73032-97-0
PubChem	57481013
ChemSpiderID_Ref
ChemSpiderID	21106294
synonyms	DAL; Lysergic acid diallylamide; LDA; d-Lysergic acid diallylamide; d-Diallyllysergamide
IUPAC_name	(6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-[4,3-fg]quinoline-9-carboxamide
C	22	H=25	N=3	O=1
SMILES	C=CCN(CC=C)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(C[C@H]1N(C)C2)c34
StdInChI_Ref
StdInChI	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
StdInChIKey_Ref
StdInChIKey	VAMQYGHNZLRSSA-OXQOHEQNSA-N

| elimination_half-life =

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). It is taken orally.

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 600μg of the tartrate salt taken orally, but as also producing a sedation. Subsequently, in a 2003 literature review, Shulgin listed an active dose as greater than 1mg. He has described the drug as being at least an order of magnitude less potent than LSD.

Interactions

Pharmacology

Pharmacodynamics

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

References

(2018). "Chemistry and Structure-Activity Relationships of Psychedelics". Springer.
{{CiteTiHKAL "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."
(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.

Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

allylamines psychedelic-lysergamides serotonin-receptor-agonists

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