Synthesis and antagonistic activity at muscarinic receptor subtypes of some derivatives of diphenidol

Lucilla Varoli; Piero Angeli; Michela Buccioni; Silvia Burnelli; Andrea Cavalli; Gabriella Marucci; Maurizio Recanatini

doi:10.1016/S0014-827X(03)00100-9

Synthesis and antagonistic activity at muscarinic receptor subtypes of some derivatives of diphenidol

Farmaco. 2003 Sep;58(9):651-7. doi: 10.1016/S0014-827X(03)00100-9.

Authors

Lucilla Varoli¹, Piero Angeli, Michela Buccioni, Silvia Burnelli, Andrea Cavalli, Gabriella Marucci, Maurizio Recanatini

Affiliation

¹ Department of Pharmaceutical Sciences, University of Bologna, Via Belmeloro 6, I-40126 Bologna, Italy. luvaroli@alma.unibo.it

PMID: 13679157
DOI: 10.1016/S0014-827X(03)00100-9

Abstract

A series of new derivatives, related to diphenidol and to its 2-carbonyl analogue, were designed as antimuscarinic agents. The synthesized compounds were evaluated both as hydrochlorides and as methiodides by functional tests at guinea-pig heart (M(2)), guinea-pig ileum (M(3)) and rabbit vas deferens (putative M(4)). Two derivatives (3a and 5a) showed an M(3)-selective profile similar to that of the reference compounds, though they resulted less potent.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Guinea Pigs
Heart / drug effects
Heart / physiology
Ileum / drug effects
Ileum / physiology
In Vitro Techniques
Male
Muscarinic Antagonists / chemical synthesis*
Muscarinic Antagonists / pharmacology*
Muscle Contraction / drug effects
Muscle, Smooth / drug effects
Muscle, Smooth / physiology
Piperidines / chemical synthesis*
Piperidines / pharmacology*
Receptor, Muscarinic M2 / antagonists & inhibitors
Receptor, Muscarinic M3 / antagonists & inhibitors
Receptor, Muscarinic M4 / antagonists & inhibitors
Structure-Activity Relationship
Vas Deferens / drug effects
Vas Deferens / physiology

Substances

Muscarinic Antagonists
Piperidines
Receptor, Muscarinic M2
Receptor, Muscarinic M3
Receptor, Muscarinic M4
diphenidol