Synthesis and preliminary pharmacology of an internal standard for assay of neostigmine.
The synthesis of the diethyl analog of neostigmine, its preliminary pharmacology, and its use as an internal standard for the GLC assay of neostigmine are described. Both the diethyl analog and neostigmine undergo thermal demethylation in the injection port. The column selected produced satisfactory resolution and short retention times for neostigmine and the diethyl analog. The diethyl analog apparently possesses acetylcholinesterase-inhibiting properties, as evidenced by potentiation of the contractile response to acetylcholine in the ileum. In addition, acetylcholine levels in the brain were elevated slightly. Water solutions of the diethyl analog appeared to lose biological activity with time. the diethyl analog appears to be suitable for use as an internal standard for the GLC assay of neostigmine.
D000109:Acetylcholine / Q000032:analysis; D000478:Alkylation; D000818:Animals; D001923:Brain Chemistry / Q000187:drug effects; D002794:Choline / Q000032:analysis; D002849:Chromatography, Gas / Q000379:methods; D066298:In Vitro Techniques; D008297:Male; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D009388:Neostigmine / Q000031:analogs & derivatives* / Q000032:analysis* / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats
D009388:Neostigmine; C030220:3-(((diethylamino)carbonyl)oxy)-N,N,N-trimethylbenzenaminium; D002794:Choline; D000109:Acetylcholine