Synthesis of a new series of 2,8-disubstituted-2,8-diazaspiro[4,5]decan-1-ones as potential muscarinic agonists

G. Cignarella, S. Villa, F. Cattabeni, F. Renò, M. Cimino, PG De Benedetti, D. Barlocco

Research output: Contribution to journalArticle

Abstract

A new series of 2,8-disubstituted-2,8-diazaspiro[4,5]decan-1-ones 2 has been synthesized and tested for affinity towards muscarinic receptors by binding studies in comparison with the model RS-86. The membrane phosphatidylinositol turnover in the presence or absence of carbachol has also been investigated. In both experiments all the new derivatives 2 were found to be less active than the model; only 5g, which retains the imidic moiety, could approach it in potency. A possible explanation for the lack of activity of this class of compounds is given in terms of the computed interaction energies of the minimized ligand-m1 receptor complex.

Original languageEnglish
Pages (from-to)955-961
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Volume29
Issue number12
DOIs
Publication statusPublished - 1994

Keywords

  • 2,8-disubstituted-2,8-diazaspiro[4,5]decan-1-one
  • muscarinic agonist
  • QSAR
  • RS-86

ASJC Scopus subject areas

  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

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