14-Methoxy-LSD

14-Methoxy-LSD
Clinical data
Other names	14-Methoxylysergic acid diethylamide; 14-OMe-LSD; 14-MeO-LSD; N,N-Diethyl-14-methoxy-6-methyl-9,10-didehydroergoline-8β-carboxamide
ATC code	None;
Identifiers
	IUPAC name N,N-diethyl-2-methoxy-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;
Chemical and physical data
Formula	C21H27N3O2
Molar mass	353.466 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C([C@@]1C=C2C3C=CC(OC)=C4C=3C(=CN4[H])C[C@@]2([H])N(C)C1)N(CC)CC;
	InChI InChI=1S/C21H26N3O2/c1-5-24(6-2)21(25)14-9-16-15-7-8-18(26-4)20-19(15)13(11-22-20)10-17(16)23(3)12-14/h7-9,11,17,22H,5-6,10,12H2,1-4H3/t17-/m1/s1; Key:RLYRADCNGTXJDX-QGZVFWFLSA-N;

14-Methoxy-LSD is a lysergamide related to lysergic acid diethylamide (LSD).^[1] It is the derivative of LSD with a methoxy group at the 14 position and is the O-methyl ether of 14-hydroxy-LSD.^[1] Unlike 13-hydroxy-LSD and 13-methoxy-LSD and other related compounds like 12-hydroxy-LSD and 12-methoxy-LSD, 14-hydroxy-LSD and 14-methoxy-LSD did not produce LSD-like electroencephalogram (EEG) changes in rabbits.^[1] 14-Methoxy-LSD was first described in the scientific literature by 1979.^[1]

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See also