Ethyl-for-methyl substitution enhances the subtype specificity of mecamylamine analogues

David Mangan, Neasa Mcnabola, Emily H. Clark, Isabel Bermudez, Susan Wonnacott, J. Mike Southern

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of novel mecamylamine analogues is described in which one, two or three of the methyl groups of mecamylamine have been systematically replaced with ethyl groups. Assessment of the compounds highlights that simple ethyl for methyl changes changes to the parent structure can dramatically enhance activity and selectivity towards either the α4β2 (at the expense of α3β4) or the α3β4 (at the expense of α4β2) nicotinic acetylcholine receptor sub-type as compared to the parent compound.

Original languageEnglish
Pages (from-to)9892-9905
Number of pages14
JournalOrganic and Biomolecular Chemistry
Volume17
Issue number46
Early online date6 Nov 2019
DOIs
Publication statusPublished - 14 Dec 2019

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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