title: Targeted synthesis of 1-(4-hydroxyiminomethylpyridinium)-3-pyridiniumpropane dibromide--a new nerve agent reactivator.
abstract: Preparation of 1-(4-hydroxy-iminomethylpyridinium)-3-pyridiniumpropane dibromide is described. This compound represents a new acetylcholinesterase (AChE) reactivator, which has no substituents on the second pyridinium ring as found in other commonly used AChE reactivators. The reactivation ability of this reactivator was tested on tabun- and cyclosarin-inhibited AChE. According to the results obtained, the new compound (without substitution and with decreased molecule size) showed increased reactivation potency in case of cyclosarin inhibited AChE. A potent oxime for treatment of tabun and cyclosarin-caused intoxications was thus obtained via slight modification of the reactivator structure (compared to trimedoxime and K027).
authors.affiliation: Center of Advanced Studies, Faculty of Military Health Sciences, Hradec Kralove, Czech Republic.
authors.forename: Kamil
authors.initials: K
authors.lastname: Kuca
authors.forename: Kamil
authors.initials: K
authors.lastname: Musilek
authors.forename: Martin
authors.initials: M
authors.lastname: Paar
authors.forename: Daniel
authors.initials: D
authors.lastname: Jun
authors.forename: Petr
authors.initials: P
authors.lastname: Stodulka
authors.forename: Martina
authors.initials: M
authors.lastname: Hrabinova
authors.forename: Jan
authors.initials: J
authors.lastname: Marek
mesh_terms: D000110:Acetylcholinesterase; D002801:Cholinesterase Reactivators / Q000138:chemical synthesis*; D006801:Humans; D010755:Organophosphates / Q000037:antagonists & inhibitors; D009943:Organophosphorus Compounds / Q000037:antagonists & inhibitors; D010091:Oximes / Q000138:chemical synthesis*; D011726:Pyridinium Compounds / Q000138:chemical synthesis*
chemical_list: C524606:1-(4-hydroxyiminomethylpyridinium)-3-pyridiniumpropane; D002801:Cholinesterase Reactivators; D010755:Organophosphates; D009943:Organophosphorus Compounds; D010091:Oximes; D011726:Pyridinium Compounds; D000110:Acetylcholinesterase; C009374:tabun; C053914:cyclohexyl methylphosphonofluoridate