Identification of Psychoplastogenic N,N-Dimethylaminoisotryptamine (isoDMT) Analogues through Structure-Activity Relationship Studies

Lee E. Dunlap, Arya Azinfar, Calvin Ly, Lindsay P. Cameron, Jayashri Viswanathan, Robert J. Tombari, Douglas Myers-Turnbull, Jack C. Taylor, Ana Cristina Grodzki, Pamela J. Lein, David Kokel, David E. Olson

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

Ketamine, N,N-dimethyltryptamine (DMT), and other psychoplastogens possess enormous potential as neurotherapeutics due to their ability to potently promote neuronal growth. Here, we report the first-ever structure-activity relationship study with the explicit goal of identifying novel psychoplastogens. We have discovered several key features of the psychoplastogenic pharmacophore and used this information to develop N,N-dimethylaminoisotryptamine (isoDMT) psychoplastogens that are easier to synthesize, have improved physicochemical properties, and possess reduced hallucinogenic potential as compared to their DMT counterparts.

Original languageEnglish (US)
Pages (from-to)1142-1155
Number of pages14
JournalJournal of medicinal chemistry
Volume63
Issue number3
DOIs
StatePublished - Feb 13 2020

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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