MLA-74

MLA-74
Clinical data
Other names	MLA74; 1-Methyllysergic acid ethylamide; 1-Methyl-LAE; 1-Methyl-N-ethyllysergamide
Routes of; administration	Oral
Drug class	Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
ATC code	None;
Identifiers
	IUPAC name (6aR,9R)-N-ethyl-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;
CAS Number	7240-57-5;
PubChem CID	201993;
ChemSpider	174916;
CompTox Dashboard (EPA)	DTXSID70993192 ;
Chemical and physical data
Formula	C19H23N3O
Molar mass	309.413 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCNC(=O)[C@H]1CN([C@@H]2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C;
	InChI InChI=1S/C19H23N3O/c1-4-20-19(23)13-8-15-14-6-5-7-16-18(14)12(10-21(16)2)9-17(15)22(3)11-13/h5-8,10,13,17H,4,9,11H2,1-3H3,(H,20,23)/t13-,17-/m1/s1; Key:OLUVTYNEBIODME-CXAGYDPISA-N;

MLA-74, also known as 1-methyllysergic acid ethylamide (1-methyl-LAE) or as 1-methyl-N-ethyllysergamide, is a psychedelic drug of the lysergamide family related to lysergic acid diethylamide (LSD). It is the 1-methyl derivative of lysergic acid ethylamide (LAE-32). Extensive metabolism of other 1-methylated lysergamides to their secondary amine derivatives, for instance methysergide (1-methylmethylergometrine) conversion into methylergometrine, has been observed.