title: Modulation of cholinergic profile of acetylcholine through its cyclovinylogues.
abstract: The o-, m- and p-acetoxymethyl-N,N,N-trimethylbenzenemethanaminium iodide (2a-c) as cyclovinilogues of acetylcholine are described. This structural modification allows to modulate the cholinergic activity of the natural neurotransmitter along the sequence: agonist----partial agonist----antagonist, which is referred to meta (2b), para (2c) and ortho (2a) regioisomers, respectively.
authors.affiliation: Dipartimento di Farmacologia E. Meneghetti, Università di Padova, Italy.
authors.forename: R M
authors.initials: RM
authors.lastname: Gaion
authors.forename: A M
authors.initials: AM
authors.lastname: Grion
authors.forename: P
authors.initials: P
authors.lastname: Montanari
authors.forename: P
authors.initials: P
authors.lastname: Valenti
authors.forename: P
authors.initials: P
authors.lastname: Da Re
mesh_terms: D000109:Acetylcholine / Q000494:pharmacology*; D000818:Animals; D001285:Atropine / Q000494:pharmacology; D005260:Female; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D008297:Male; D009130:Muscle, Smooth / Q000187:drug effects; D010277:Parasympathomimetics / Q000494:pharmacology*; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D010277:Parasympathomimetics; D000644:Quaternary Ammonium Compounds; C074445:4-acetoxymethyl-N,N,N-trimethylbenzenemethanaminium; C074444:3-acetoxymethyl-N,N,N-trimethylbenzenemethanaminium; C074443:2-acetoxymethyl-N,N,N-trimethylbenzenemethanaminium; D001285:Atropine; D000109:Acetylcholine