ETH-LAD

ETH-LAD
Clinical data
Other names	ETH-LAD, 6-ethyl-6-nor-Lysergic acid diethylamide
Routes of; administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only); UK: Class A; Illegal in France;
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
	IUPAC name (6aR,9R)-N,N-diethyl-7-ethyl-4,6,6a,7,8,9-; hexahydroindolo-[4,3-fg]quinoline-9-carboxamide;
CAS Number	65527-62-0 ;
PubChem CID	44457783;
ChemSpider	21106300 ;
UNII	21Z2736X9Q;
ChEMBL	ChEMBL22694 ;
CompTox Dashboard (EPA)	DTXSID90215823 ;
Chemical and physical data
Formula	C21H27N3O
Molar mass	337.467 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(C([C@@H]1C=C2C3=CC=CC4=C3C(C[C@H]2N(CC)C1)=CN4)=O)CC;
	InChI InChI=1S/C21H27N3O/c1-4-23(5-2)21(25)15-10-17-16-8-7-9-18-20(16)14(12-22-18)11-19(17)24(6-3)13-15/h7-10,12,15,19,22H,4-6,11,13H2,1-3H3/t15-,19-/m1/s1 ; Key:MYNOUXJLOHVSMQ-DNVCBOLYSA-N ;
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ETH-LAD, 6-ethyl-6-nor-lysergic acid diethylamide is an analogue of LSD. Its human psychopharmacology was first described by Alexander Shulgin in the book TiHKAL. ETH-LAD is a psychedelic drug similar to LSD, and is slightly more potent than LSD itself,^[2] with an active dose reported at between 20 and 150 micrograms. ETH-LAD has subtly different effects to LSD, described as less demanding. The true tryptamine counterpart of ETH-LAD is MET, a simplified version of this structure.

^ "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants". www.legifrance.gouv.fr (in French). 20 May 2021.
^ 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] "Arrêté du 20 mai 2021 modifiant l'arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants". www.legifrance.gouv.fr (in French). 20 May 2021.

[pmid4032428-2] 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]

[2]

Clinical data

Other names	ETH-LAD, 6-ethyl-6-nor-Lysergic acid diethylamide
Routes of administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: Class A Illegal in France^[1]
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
IUPAC name (6aR,9R)-N,N-diethyl-7-ethyl-4,6,6a,7,8,9- hexahydroindolo-[4,3-fg]quinoline-9-carboxamide
CAS Number	65527-62-0^Y
PubChem CID	44457783
ChemSpider	21106300^Y
UNII	21Z2736X9Q
ChEMBL	ChEMBL22694^Y
CompTox Dashboard (EPA)	DTXSID90215823
Chemical and physical data
Formula	C₂₁H₂₇N₃O
Molar mass	337.467 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN(C([C@@H]1C=C2C3=CC=CC4=C3C(C[C@H]2N(CC)C1)=CN4)=O)CC
InChI InChI=1S/C21H27N3O/c1-4-23(5-2)21(25)15-10-17-16-8-7-9-18-20(16)14(12-22-18)11-19(17)24(6-3)13-15/h7-10,12,15,19,22H,4-6,11,13H2,1-3H3/t15-,19-/m1/s1^Y Key:MYNOUXJLOHVSMQ-DNVCBOLYSA-N^Y
^NY (what is this?) (verify)