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4-Hydroxy-N-methyl-(α,N-trimethylene)tryptamine
Systematic (IUPAC) name
(R)-3-(N-methylpyrrolidin-2-ylmethyl)-4-hydoxyindole
Identifiers
CAS number  ?
ATC code  ?
PubChem 10466404
Chemical data
Formula C 14H17N2O 
Mol. mass 229.297 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

4-Hydroxy-N-methyl-(α,N-trimethylene)tryptamine (also known as (R)-3-(N-methylpyrrolidin-2-ylmethyl)-4-hydoxyindole and Lucigenol) is a tryptamine derivative that is a hallucinogenic drug. It was developed by the team led by David Nichols from Purdue University in the late 1990s. This compound produces hallucinogen-appropriate responding in animal tests with a similar potency to the amphetamine derived hallucinogen DOI, and has two enantiomers, with only the (R) enantiomer being active.[1]

See also

References

  1. ^ Gerasimov M, Marona-Lewicka D, Kurrasch-Orbaugh DM, Qandil AM, Nichols DE. Further studies on oxygenated tryptamines with LSD-like activity incorporating a chiral pyrrolidine moiety into the side chain. Journal of Medicinal Chemistry. 1999 Oct 7;42(20):4257-63. PMID 10514296
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