Diallyllysergamide

Diallyllysergamide
Clinical data
Other names	DAL, 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
Metabolism	hepatic
Excretion	renal
Identifiers
	IUPAC name (6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-[4,3-fg]quinoline-9-carboxamide;
CAS Number	73032-97-0;
PubChem CID	57481013;
ChemSpider	21106294 ;
CompTox Dashboard (EPA)	DTXSID501046535 ;
ECHA InfoCard	100.163.206
Chemical and physical data
Formula	C22H25N3O
Molar mass	347.462 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:VAMQYGHNZLRSSA-OXQOHEQNSA-N ;
	(verify)

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".

References

^ 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.