title: Bicyclic phosphorus esters: high toxicity without cholinesterase inhibition.
abstract: 4-Isopropyl-2,6,7-trioxa-1-phosphabicyclo[2.2.2]octane 1-oxide has a mouse intraperitoneal lethal dose, 50 percent effective, of 0.18 milligram per kilogram of body weight. Related compounds used by many chemical researchers are also highly toxic. Brain acetylcholinesterase inhibition is not involved in their mode of action. The structural similarity of these compounds to adenosine 3',5'-monophosphate (cyclic AMP) is of interest.
mesh_terms: D000818:Animals; D001921:Brain / Q000201:enzymology; D001952:Bridged-Ring Compounds / Q000633:toxicity*; D055598:Chemical Phenomena; D002621:Chemistry; D002800:Cholinesterase Inhibitors / Q000633:toxicity; D000242:Cyclic AMP; D003498:Cyclic P-Oxides / Q000633:toxicity; D007531:Isoflurophate / Q000633:toxicity; D007928:Lethal Dose 50; D051379:Mice; D009943:Organophosphorus Compounds / Q000633:toxicity*; D010278:Parathion / Q000633:toxicity
chemical_list: D001952:Bridged-Ring Compounds; D002800:Cholinesterase Inhibitors; D003498:Cyclic P-Oxides; D009943:Organophosphorus Compounds; D007531:Isoflurophate; D010278:Parathion; D000242:Cyclic AMP