title: Rapid novel divergent synthesis and muscarinic agonist profile of all four optical isomers of N,N,N-trimethyl(6-methyl-1,4-dioxan-2-yl)methanaminium iodide.
abstract: Two stereoselective parallel divergent four-step procedures to obtain all four enantiomeric forms of N,N,N-trimethyl(6-methyl-1,4-dioxan-2-yl)methanaminium iodide were developed. Enantiomeric purity was determined by quantitative (1)H NMR spectroscopy in the presence of the chiral shift reagent (+)-MTPA. The biological profile of the obtained compounds was evaluated at all muscarinic receptor subtypes by binding and functional assays.
authors: Dipartimento di Scienze Chimiche, Università di Camerino, Via S. Agostino, 1, 62032 Camerino, Italy. alessandro.piergentili@unicam.it
authors: Alessandro
authors: A
authors: Piergentili
authors: Wilma
authors: W
authors: Quaglia
authors: Mario
authors: M
authors: Giannella
authors: Fabio
authors: F
authors: Del Bello
authors: Michela
authors: M
authors: Buccioni
authors: Marta
authors: M
authors: Nesi
authors: Rosanna
authors: R
authors: Matucci
mesh_terms: D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D004146:Dioxanes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D018721:Muscarinic Agonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011817:Rabbits; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D004146:Dioxanes; D018721:Muscarinic Agonists; C528979:N,N,N-trimethyl(6-methyl-1,4-dioxan-2-yl)methanaminium iodide