Dimethyllysergamide (original) (raw)

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Chemical compound

Dimethyllysergamide

Clinical data
Other names DAM-57, Lysergic acid dimethylamide
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
IUPAC name (6a_R_,9_R_)-N,_N_-dimethyl-7-methyl-4,6,6a,7,8,9- hexahydroindolo- [4,3-fg] quinoline- 9-carboxamide
CAS Number 4238-84-0 checkY
PubChem CID 199478
ChemSpider 172668 checkY
CompTox Dashboard (EPA) DTXSID30962445 Edit this at Wikidata
Chemical and physical data
Formula C18H21N3O
Molar mass 295.386 g·mol−1
3D model (JSmol) Interactive image
SMILES O=C(N(C)C)[C@@H]3C=C2c4cccc1c4c(c[nH]1)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 checkYKey:FWHSERNVTGTIJE-MLGOLLRUSA-N checkY
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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.[1] 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.[2]

  1. ^ Clark AB (1973). "Lysergic Acid Diethylamide and Lysergic Acid Dimethylamide". Microgram. 6: 37.
  2. ^ Shulgin A, Shulgin A (September 1997). TiHKAL: The Continuation. Berkeley, California: Transform Press. p. 26. ISBN 0-9630096-9-9. OCLC 38503252.; "#26. LSD-25". Erowid.