Erowid.org: Erowid Reference 6540 : Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents : Repke DB, Grotjahn DB, Shulgin AT

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Repke DB, Grotjahn DB, Shulgin AT. “Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents”. J Med Chem. 1985 Jul;28(7):892-6. <a name="ref">Repke DB, Grotjahn DB, Shulgin AT.</a> <a href="/references/6540">"Psychotomimetic N-methyl-N-isopropyltryptamines. Effects of variation of aromatic oxygen substituents"</a> <i>J Med Chem</i>. 1985 Jul;28(7):892-6.
Text Abstract (this page) Full Text - English (private) Show Articles by Repke DB Grotjahn DB Shulgin AT Article IDs Erowid RefID: 6540 PubMedID: 4009612 Collections Hofmann Collection MDMA Collection All References	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.
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