| Literature DB >> 4009612 |
D B Repke, D B Grotjahn, A T Shulgin.
Abstract
Eight N-methyl-N-isopropyltryptamines (MIPTs) possessing various aromatic oxygen substituents were prepared, characterized, and evaluated for hallucinogenic activity in man. In at least two instances (the Ar H and the Ar 5-OCH3, 1 and 4) the unsymmetrical nitrogen substitution led to a substantial increase in potency as well as oral activity when compared to the symmetrical dimethyl homologues. Qualitatively, 4-hydroxy-N-methyl-N-isopropyltryptamine (2) was the most interesting in overall effect, producing a classic hallucinogenic profile. The 5-methoxy congener 4 resulted in a state characterized by heightened conceptual stimulation lacking in visual phenomena. Other members of the series exhibited diminished effects.Entities:
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Year: 1985 PMID: 4009612 DOI: 10.1021/jm00145a007
Source DB: PubMed Journal: J Med Chem ISSN: 0022-2623 Impact factor: 7.446