Diallyllysergamide

Diallyllysergamide

Systematic (IUPAC) name
(6aR,9R)-N,N-Diallyl-7-methyl-4,6,6a,7,8,9-hexahydroindolo-[4,3-fg]quinoline-9-carboxamide
Clinical data
Routes of administration	Oral
Legal status
Legal status	Controlled in the United States via the Federal Analog Act but only if it is intended for human consumption.
Pharmacokinetic data
Metabolism	hepatic
Excretion	renal
Identifiers
ATC code	none
ChemSpider	21106294 Y
Synonyms	DAL, Lysergic acid diallylamide, d-lysergic acid diallylamide, d-diallyllysergamide
Chemical data
Formula	C22H25N3O
Molar mass	349.467 g/mol
SMILES C=CCN(CC=C)C(=O)[C@@H]2/C=C1/c3cccc4ncc(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 Y Key:VAMQYGHNZLRSSA-OXQOHEQNSA-N Y
(verify)

N,N-Diallyllysergamide (DAL, as the tartrate salt) is a psychedelic lysergamide. In their book TiHKAL, Alexander and Ann Shulgin describe it as being "an order of magnitude less potent than LSD itself".