Synthesis of some quaternary ammonium alkylating agents and their effects on soman-inhibited acetylcholinesterase.
A number of compounds were synthesized and tested for their ability to realkylate the phosphonate anion of "aged", soman-inhibited acetylcholinesterase. None were found able to do so, but two of the compounds in particular, [2-(4-pyridyl)ethyl]diethylmethylammonium iodide (6) and its 2-isomer 7, proved able to slow the rate of aging significantly.
D000110:Acetylcholinesterase / Q000378:metabolism*; D000478:Alkylation; D000641:Ammonia / Q000378:metabolism*; D000818:Animals; D002800:Cholinesterase Inhibitors / Q000037:antagonists & inhibitors*; D004789:Enzyme Activation; D004905:Erythrocyte Aging / Q000187:drug effects; D009943:Organophosphorus Compounds / Q000494:pharmacology*; D011220:Pralidoxime Compounds / Q000494:pharmacology; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D012999:Soman / Q000494:pharmacology*; D013997:Time Factors
D002800:Cholinesterase Inhibitors; D009943:Organophosphorus Compounds; D011220:Pralidoxime Compounds; D000644:Quaternary Ammonium Compounds; C043976:(2-(2-pyridyl)ethyl)diethylmethylammonium; D000641:Ammonia; C043977:(2-(4-pyridyl)ethyl)diethylmethylammonium; D012999:Soman; D000110:Acetylcholinesterase; C028797:pralidoxime