110675-66-6Relevant articles and documents
Hydrates of quaternary ammonium aldehydes as potential reactivators of sarin-inhibited acetylcholinesterase
Cabal, Jiri,Hampl, Frantisek,Liska, Frantisek,Patocka, Jiri,Riedl, Frantisek,Sevcikova, Katerina
, p. 1021 - 1030 (1998)
Synthesis of 2-(5a), 3-(5b) and 4-formyl-1-methylpyridinium iodides (5c) and (2,2-dihydroxyethy)trimethylammonium chloride (6a) is described. In aqueous solution aldehydes 5 exist predominantly as hydrates - geminal diols 7. The ability of the geminal diols 6a and 7 to reactivate acetylcholinesterase inhibited by isopropyl methylflourophosphonate (Sarin) was tested in vitro. Although compounds 6a and 7 exhibit an affinity towards the acetylcholinesterase bonding site comparable with that of the natural substrate acetylcholine, their reactivation ability was negligible. Second-order rate constants for cleavage of 4-nitrophenyl diphenyl phosphate (PNPDPP) with anions of the studied geminal diols were measured in order to determine their nucleophilicity.