Synthesis and muscarinic activities of O-[(benzyl- or benzoyl-pyrazolyl)propynyl]-oximes of N-methylpiperidinone, 3-tropinone, and 3-quinuclidinone

María Isabel Rodríguez-Franco, Isabel Dorronsoro, Ana Castro, Ana Martínez, Albert Badía, Josep E. Baños

Research output: Contribution to journalArticleResearchpeer-review

13 Citations (Scopus)

Abstract

The synthesis of O-propynyloximes of N-methylpiperidinone, 3-tropinone, and 3-quinuclidinone, containing several pyrazole frameworks is described, together with their muscarinic receptor affinities. Compounds derived from N-methylpiperidinone or 3-tropinone and N-(4-methoxybenzyl)- or N-(2,4,6-trimethylbenzoyl)pyrazole showed moderate activity for muscarinic receptors in the rat central nervous system. A semi-empirical AM1 calculation has shown that the O-[(benzoyl-pyrazolyl)propynyl]-oximes of tropinone fit a previously described muscarinic pharmacophoric model, revealing structural features useful for the development of new muscarinic agents. © 2003 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)2263-2268
JournalBioorganic and Medicinal Chemistry
Volume11
DOIs
Publication statusPublished - 15 May 2003

Fingerprint Dive into the research topics of 'Synthesis and muscarinic activities of O-[(benzyl- or benzoyl-pyrazolyl)propynyl]-oximes of N-methylpiperidinone, 3-tropinone, and 3-quinuclidinone'. Together they form a unique fingerprint.

Cite this