Characterization and treatment of the toxicity of o-isobutyl s-[2-(diethylamino)ethyl]methylphosphonothioate, a structural isomer of vx, in guinea pigs

Journal of the American College of Toxicology

Volumn 15, Issue SUPPL. 2, 1996, Pages

  Maxwell, Donald M ^a   Brecht, Karen M ^a   Koplovitz, Irwin ^a  

^a US ARMY MEDICAL RESEARCH INSTITUTE OF CHEMICAL DEFENSE   (United States)

Author keywords

Agent; Acetylcholinesterase; Chemical warfare; Isomer; Organophosphorus; V; VX

Indexed keywords

1 (4 CARBAMOYLPYRIDINIO) 1' (2 HYDROXYIMINOMETHYLPYRIDINIO)DIMETHYL ETHER; 1 [2,4 BIS(HYDROXYIMINOMETHYL)PYRIDINIO] 1' (4 CARBAMOYLPYRIDINIO)DIMETHYL ETHER DIIODIDE; ACETYLCHOLINESTERASE; ATROPINE; OBIDOXIME; ORGANOPHOSPHATE; OXIME DERIVATIVE; PRALIDOXIME; PYRIDOSTIGMINE;

ANIMAL MODEL; ARTICLE; CHEMICAL WARFARE; CHOLINESTERASE INHIBITION; CONTROLLED STUDY; ENZYME REACTIVATION; GUINEA PIG; INTOXICATION; INTRAMUSCULAR DRUG ADMINISTRATION; LETHAL DOSE; NONHUMAN; TOXICITY TESTING;

EID: 0030453341     PISSN: 07300913     EISSN: None     Source Type: Journal    
DOI: 10.3109/10915819609048340     Document Type: Article

References (41)

1. Aldridge WN, Reiner E. (1972) Enzyme Inhibitors as Substrates. Amsterdam: North-Holland, 37-52.
2. Ashani Y, Radie Z, Tsigelny I, et al. (1995) Amino acid residues controlling reactivation of organophosphonyl conjugates of acetylcholinesterases by mono- and bis quaternary oximes. J Biol Chem 270:6370-80.
3. Berry WK, Davies DR. (1966) Factors influencing the rate of aging of a series of alkyl methylphosphonyl-acetylcholinesterases. Biochem J 100:572-6.
4. Bismuth C, Inns RH, Marrs TC. (1992). Efficacy, toxicity and clinical use of oximes in anticholinesterase poisoning. In: Ballantyne B, Marrs TC, eds. Clinical and Experimental Toxicology of Organophosphates and Carbamates. Oxford: Butterworth-Heinemann, 555-77.
5. Brimblecombe RW. (1977) Drugs acting on central cholinergic mechanisms and affecting respiration. Pharmacol Ther 3:65-74.
6. Clement JG. (1992) Efficacy of various oximes against GF (cyclohexyl methyl phosphonofluoridate) in mice. Arch Toxicol 66:143-4.
7. Clement JG, Hansen AS, Boulet CA. (1992) Efficacy of HLÖ7 and pyrimidoxime as antidotes of nerve agent poisoning in mice. Arch Toxicol 66:216-19.
8. Compton JAF. (1987) Military Chemical and Biological Agents: Chemical and Toxicological Properties. Caldwell, NJ: Telford Press, 166-71.
9. Dawson RM, Poretski M. (1985) Carbamylated acetylcholinesterase: acceleration of decarbamylation by bispyridinium oximes. Biochem Pharmacol 34:4337-40.
10. Dawson RM. (1994) Review of oximes available for treatment of nerve agent poisoning. J AppI Toxicol 14:317-31.
11. De Jong LPA, Benschop HP. (1988) Biochemical and toxicological implications of chirality in anticholinesterase Organophosphates. In: Ariens EJ, van Rensen JJS, Welling W, eds. Stereoselectivity of Pesticides: Biological and Chemical Problems. Amsterdam: Elsevier, 109-49.
12. Dunn MA, Sidell FR. (1989) Progress in medical defense against nerve agents. JAMA 262:649-52.
13. Ellman GL, Courtney KD, Andres V, Feathersone RM. (1961) A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 7:88-95.
14. Ember LR. (1990) Chemical weapons disposal: daunting challenges still ahead. Chem Eng News 68(33):9-19.
15. Epstein J, Callahan JJ, Bauer VE. (1974) Kinetics and mechanisms of hydrolysis of phosphonothiolates in dilute solution. Phosphorus 4:157-63.
16. Eyer P, Hagedom I, Klimmek R, et al. (1992) HLÖ7 dimethanesulfonate, a potent bispyridiniurn-dioxime against anticholinesterases. Arch Toxicol 66:603-21.
17. Feder PI, Hobson DW, Olson CT, Joiner RL, Mathews MC. (1991a) Stagewise adaptive dose allocation for quantal dose-response studies. Neurosci Biobehav Rev 15:109-14.
18. Feder PI, Olson C, Hobson DW, Mathews MC, Joiner RL. (1991b) Stagewise, group sequential experimental design for quanta! responses: one-sample and two-sample comparisons. Neurosci Biobehav Rev 15:129-33.
19. Feder PI, Olsen C, Hobson DW, Mathews MC, Joiner RL. (1991c) Statistical analysis of dose-response experiments by maximum likelihood analysis and iteratively reweighted nonlinear least squares regression techniques. Drug Info J 25:323-34.
20. Fedorov LA, Svetlakova MS. (1995) Russian V-gas and its legacy. ASA Newsletter 95(6):1-13.
21. Finney DJ. (1971) Probit Analysis. 3rd ed. Cambridge: Cambridge University Press.
22. Gray PJ, Dawson RM. (1987). Kinetic constants for the inhibition of eel and rabbit brain acetylcholinesterase by some Organophosphates and carbamates of military significance. Toxicol Appl Pharmacol 91:140-4.
23. Hagedom I. (1971) Reactivation of phosphorylated acetylcholinesterase with quatemated pyridine-oximes: ascertainment of certain factors. Forshungsber Wehrtech Chem 1-33.
24. Hanke DW, Overton MA. (1991) Phosphorylation kinetic constants and oxime-induced reactivation in acetylcholinesterase from fetal bovine serum, bovine caudate nucleus, and electric eel. J Toxicol Environ Health 34:141-56.
25. Hicks CW. (1982) Fundamental Concepts in the Design of Experiments. New York: Holt, Rinehart & Winston, 86-96.
26. Hovanec JW, Lieske CN. (1972) Spontaneous reactivation of acetylcholinesterase inhibited with para-substituted phenyl methylphosphonochloridates. Biochemistry 11:1051-6.
27. Inns RH, Leadbeater L. (1983) The efficacy of bispyridinium derivatives in the treatment of organophosphate poisoning in the guinea pig. J Pharm Pharmacol 35:427-33.
28. Kabachnik MI, Brestkin AP, Godovikov NN, Michelson MJ, Rozengart EV, Rozengart VI. (1970) Hydrophobie areas on the active surface of cholinesterases. Pharmacol Rev 22:355-88.
29. Koplovitz I, Harris LW, Anderson DR, Lennox WJ, Stewart JR. (1992) Reduction by pyridostigmine pretreat-ment of the efficacy of atropine and 2-PAM treatment of sarin and VX poisoning in rodents. Fundam Appl Toxicol 18:102-6.
30. Leadbeater L, Inns RH, Rylands JM. (1985) Treatment of poisoning by soman. Fundam Appl Toxicol 5:S225-S31.
31. Lennox WJ, Harris LW, Talbot BG, Anderson DR. (1985) Relationship between reversible acetylcholinesterase inhibition and efficacy against soman lethality. Life Sci 37:793-8.
32. Ligtenstein DA, Moes GWH. (1991) The synergism of atropine and the cholinesterase reactivator HI-6 in counteracting lethality by organophosphate intoxication in the rat. Toxicol Appl Pharmacol 107:47-53.
33. Lundy PM, Hansen AS, Hand BT, Boulet CA. (1992) Comparison of several oximes against poisoning by soman, tabun and GF. Toxicology 72:99-105.
34. Maksimovic M, Kovacevic V, Binenfeld Z. (1989) Protective and reactivating effects of HI-6-toxogonin mixture in rats and guinea pigs poisoned by nerve agents. Acta Pharm Jugosl 39:27-33.
35. Maynard RL, Beswick FW. (1992) Organophosphorus compounds as chemical warfare agents. In: Ballantyne B, Marrs TC, eds. Clinical and Experimental Toxicology of Organophosphates and Carbamales. Oxford: Butterworth-Heinemann, 373-85.
36. Nelson WB. (1982) Applied Life Data Analysis. New York, John Wiley.
37. Ooms AJJ. (1961) The Reactivity of Organic Phosphor Combinations in Regards to a Number of Esterases. [Dissertation]. Leiden, The Netherlands: University of Leiden.
38. Saxena A, Doctor BP, Maxwell DM, Lenz DE, Rodic Z, Taylor P. (1993) The role of Glutamate-199 in the aging of cholinesterase. Biochem Biophys Res Commun 197:343-9.
39. Somani SM, Solana RP, Dube SN. (1992) Toxicodynamics of nerve agents. In: Somani SM, ed. Chemical Warfare Agents. San Diego: Academic Press, 67-123.
40. Szafraniec LL, Beaudry WT, Szafraniec LJ. (1995) Decontamination Chemistry of Russian VX. Proceedings of the Scientific Conference on Chemical and Biological Defense Research. Aberdeen Proving Ground, Maryland: November 14-17, 1995.
41. Taylor P. (1990) Anticholinesterase agents. In: Gilman AG, Rail TW, Nies AS, Taylor P. eds. The Pharmacological Basis of Therapeutics. 8th ed. New York: Pergamon, 131-49.