D-Lysergic Acid Pyrrolidide
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D-Lysergic acid pyrrolidide is the pyrrolidine form of LSD.


Psychedelic Activity

Tests performed on human subjects determined than D-lysergic acid pyrrolidide has LSD-like effects with approximately 1/20-1/10 the potency of LSD.[1]

Another test on humans determined the active dose to be 800 micrograms orally. Effects were described as having a fleeting effect similar to approximately 80 micrograms of LSD.[2]


Chemical Properties

Synonyms: LPD-824; N-Pyrrolidyllysergamide; LSD-25-pyrrolidate
PubChem Compound ID: 200628
Molecular Weight: 321.41612 [g/mol]
Molecular Formula: C20H23N3O
XLogP3: 2.7
H-Bond Donor: 1
H-Bond Acceptor: 2
IUPAC Name: [(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,
3-fg]quinoline-9-yl]-pyrrolidin-1-ylmethanone
InChI: InChI=1S/C20H23N3O/c1-22-12-14(20(24)23-7-2-3-8-23)9-16-15-5-4-6-17-19(15)13(11-21-17)10-18(16)22/h4-6,9,11,14,18,21H,2-3,7-8,10,12H2,1H3/t14-,18-/m1/s1
InChIKey: SETDYMMXQQXCRP-RDTXWAMCSA-N
Canonical SMILES: CN1CC(C=C2C1CC3=CNC4=CC=CC2=C34)C(=O)N5CCCC5
Isomeric SMILES: CN1C[C@@H](C=C2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)N5CCCC5


See Also


Bibliography
1. Lysergic acid diethylamide (LSD-25) XXXI. Comparison by questionnaire of psychotomimetic activity of congeners on normal subjects and drug addicts. Harold A. Abramson, Br. J. Psychiatry, 1 Jul 1960, 106 (444), 1120–1123. 425 kB. doi:10.1192/bjp.106.444.1120. (Download PDF Document)
2. Effects of lysergic acid derivatives on man; antagonism between
d-lysergic acid diethylamide and its 2-brom congener. MURPHREE, H.B., DeMAAR, E.W.J., WILLIAMS, H.L., BRYAN, L.L.; Department of Pharmacology, Emory University, Georgia; J.Pharmacol.Exper.Therap. 122, 55A (1958). (Download PDF Document)
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