Structure-Activity Relationship Studies of N-Sulfonyl Analogs of Cocaine: Role of Ionic Interaction in Cocaine Binding

Alan P. Kozikowski, M. K.Eddine Saiah, John S. Bergmann, Kenneth M. Johnson

Research output: Contribution to journalArticle

43 Scopus citations

Abstract

Six new N-sulfonylated analogs of cocaine have been prepared, and these compounds have been evaluated for their ability to inhibit[3H]mazindol binding and [3H]dopamine uptake into striatal synaptosomes. The N-sulfonyl compounds still inhibited binding and uptake at low micromolar concentrations despite the neutral character of the tropane nitrogen, thus suggesting that the binding of cocaine to the dopamine transporter may not require protonation of its nitrogen and ionic interaction with its recognition site.

Original languageEnglish (US)
Pages (from-to)3440-3442
Number of pages3
JournalJournal of Medicinal Chemistry
Volume37
Issue number20
DOIs
StatePublished - Sep 1 1994

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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