Dimethyllysergamide

Dimethyllysergamide

Systematic (IUPAC) name
(6aR,9R)-N,N-dimethyl-7-methyl-4,6,6a,7,8,9- hexahydroindolo- [4,3-fg] quinoline- 9-carboxamide
Clinical data
Routes of administration	Oral
Legal status
Legal status	US: Schedule I 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
PubChem	CID 199478
ChemSpider	172668 Y
Synonyms	DAM-57, Lysergic acid dimethylamide
Chemical data
Formula	C18H21N3O
Molar mass	295.39 g/mol
SMILES O=C(N(C)C)[C@@H]3/C=C2/c4cccc1c4c(cn1)C[C@H]2N(C3)C
InChI InChI=1S/C18H21N3O/c1-20(2)18(22)12-7-14-13-5-4-6-15-17(13)11(9-19-15)8-16(14)21(3)10-12/h4-7,9,12,16,19H,8,10H2,1-3H3/t12-,16-/m1/s1 Y Key:FWHSERNVTGTIJE-MLGOLLRUSA-N Y
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N,N-Dimethyllysergamide or N,N-dimethyl-D-lysergamide (DAM-57) is a derivative of ergine. There has been a single report of observing N,N-dimethyl-D-lysergamide in the illicit drug market. This compound did induce autonomic disturbances at oral levels of some ten times the dosage required for LSD, presumably in the high hundreds of micrograms. There is some disagreement as to whether there were psychic changes observed.