BU-LAD

BU-LAD

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
IUPAC name (6aR,9R)-7-butyl-N,N-diethyl-4,6,6a,7,8,9- hexahydroindolo[4,3-fg]quinoline-9-carboxamide
Synonyms	BU-LAD, 6-butyl-6-nor-Lysergic acid diethylamide
CAS Number	96930-87-9
PubChem (CID)	44457782
ChemSpider	21106266
ChEMBL	CHEMBL22520
Chemical and physical data
Formula	C23H31N3O
Molar mass	365.512 g/mol
3D model (Jmol)	Interactive image
SMILES CCN(CC)C(=O)[C@@H]2/C=C1/c3cccc4ncc(C[C@H]1N(C2)CCCC)c34
InChI InChI=1S/C23H31N3O/c1-4-7-11-26-15-17(23(27)25(5-2)6-3)12-19-18-9-8-10-20-22(18)16(14-24-20)13-21(19)26/h8-10,12,14,17,21,24H,4-7,11,13,15H2,1-3H3/t17-,21-/m1/s1 Key:VTVHSIXDKKKTMT-DYESRHJHSA-N
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BU-LAD, also known as 6-butyl-6-nor-lysergic acid diethylamide, is an analogue of LSD first made by Alexander Shulgin and reported in the book TiHKAL. BU-LAD is a psychedelic drug similar to LSD, but is significantly less potent than LSD,^[1] with a dose of 500 micrograms producing only mild effects.

References

1. Hoffman AJ, Nichols DE (September 1985). "Synthesis and LSD-like discriminative stimulus properties in a series of N(6)-alkyl norlysergic acid N,N-diethylamide derivatives". Journal of Medicinal Chemistry. 28 (9): 1252–5. doi:10.1021/jm00147a022. PMID 4032428.