BU-LAD

BU-LAD
Clinical data
Other names	BU-LAD, 6-butyl-6-nor-Lysergic acid diethylamide
Routes of; administration	Oral
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)-7-butyl-N,N-diethyl-4,6,6a,7,8,9- hexahydroindolo[4,3-fg]quinoline-9-carboxamide;
CAS Number	96930-87-9 ;
PubChem CID	44457782;
ChemSpider	21106266 ;
UNII	4Z2TQQ6ZTC;
ChEMBL	ChEMBL22520 ;
CompTox Dashboard (EPA)	DTXSID901165228 ;
Chemical and physical data
Formula	C23H31N3O
Molar mass	365.521 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(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 ;
	(what is this?) (verify)

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

^ 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.

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[pmid4032428-1] 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.

[1]

Clinical data


Other names	BU-LAD, 6-butyl-6-nor-Lysergic acid diethylamide
Routes of administration	Oral
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)-7-butyl-N,N-diethyl-4,6,6a,7,8,9- hexahydroindolo[4,3-fg]quinoline-9-carboxamide
CAS Number	96930-87-9^N
PubChem CID	44457782
ChemSpider	21106266^Y
UNII	4Z2TQQ6ZTC
ChEMBL	ChEMBL22520^Y
CompTox Dashboard (EPA)	DTXSID901165228
Chemical and physical data
Formula	C₂₃H₃₁N₃O
Molar mass	365.521 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN(CC)C(=O)[C@@H]2C=C1c3cccc4[nH]cc(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^Y Key:VTVHSIXDKKKTMT-DYESRHJHSA-N^Y
^NY (what is this?) (verify)