O-Ethyl 2-diisopropylaminoethyl

Kientz, C.E., Langenberg, J.P., and Brinkman, U.A.Th., Micocolumn liquid chromatography with thermionic detection of the enantiomers of O-ethyl S-diisopropylaminoethyl methylphosphonothioate (VX), J. High Resolut. Chromatogr, 17, 95, 1994. 

O-Ethyl S-(2-diisopropylaminoethyl) methylphosphonothiolate (Agent VX) CAS 50782-69-9 65167-63-7 (Isomer) 65167-64-8 (Isomer)... 

Phosphonothioic acid, methyl-, S-(2-bis(l-methylethylamino)ethyl) 0-ethyl ester O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothiolate S-2-Diisopropylaminoethyl O-ethyl methylphosphonothioate S-2((2-Diisopropylamino)ethyl) O-ethyl methylphosphonothiolate O-ethyl S-(2-diisopropylaminoethyl) methylphosphonothioate O-ethyl S-(2-diisopropylaminoethyl) methylthiolphosphonoate S-(2-diisopropylaminoethyl) o-ethyl methyl phosphonothiolate Ethyl-S-dimethylaminoethyl methylphosphonothiolate VX EA 1701 TX60... 

Kaaijk, J. and C. Erijhnk. 1977. Degradation of 5-2-diisopropylaminoethyl O-ethyl methylphonothioate in soil sulfur-containing products. Pestic. Sci. 8 510-514. 

Verweij, A. and H.L. Boter. 1976. Degradation of S-2-diisopropylaminoethyl O-ethyl methylphosphonothioate in soil Phosphorus-containing products. Pestic. Sci. 7 355-362. 

Benschop, H.P., Van der Schans, M.J., Langenberg, J.P. (2000). Toxicokinetics of O-ethyl S-(2-diisopropylaminoethyl)me-thylphosphonothioate [( )-VX] in rats, hairless guinea pigs and marmosets - identification of metabolic pathways. Cited in Acute Exposure Guideline Levels for Selected Airborne Chemicals, Vol. 3. The National Academies Press, Washington DC, 2003, 122 pp. 

SYNS S-(2-DIISOPROPYLAMINOETHYL)-0-ETHYL METHYL PHOSPHONOTHIOLATE ETHYL-S-DIISOPROPYLAMINOETHYL METHYLTHIOPHOS-PHONATE 0-ETHYL-S-2-DIIS0PR0PYLAMIN0-ETHYLMETHYLPHOSPHONOTHIOTE METHYL-PHOSPHONOTHIOICACID-S-(2-(BIS(METHYLETHYL)-AMINO)ETHYL)o-ETHYL ESTER VX... 

VX hydrolyzes via three different pathways (P-S, P-O, and C-S), which vary significantly with temperature and pH. At pH below 12, the P-O bond cleavage path produces ethyl methyl-phosphonate (BMPA) and the toxic S-[2-diisopropylaminoethyl] methylphosphonothiolate ion (EA 2192). At room temperature, EA 2192 reacts very slowly with OH (EA 2192, ti/2 = 7.4 days [1.0 M NaOH] eventually producing less toxic products)... 

Diisopropylaminoethyl) O -ethyl methylphosphonate 2-(bis( 1 -Methylethyl)amino)ethyl methylphosphonic acid C H26N03P 71840-26-1 Present in tonne containers... 

Kaaijk J and Frijlink C (1977). Degradation of S-2-diisopropylaminoethyl O -ethyl methylphonoth-ioate in soil sulfur-containing products. Pest Sci, 8, 510-514. 

Tsuchihashi H, Katagi M, Tatsuno M et al. (2000). Determination of metabolites of nerve agent O-ethyl-5 -2-diisopropylaminoethyl methylphospho-nothioate (VX). In Natural and Selected Synthetic Toxins (Tu AT and Gaffield W, eds), ACS Symposium Series, 745, pp. 369-386. Washington, DC, USA American Chemical Society. 

Interpretation and understanding of the toxicokinetics of nerve agents would not be possible without taking into consideration that these agents consist of mixtures of stereoisomers, which are often extremely different in their toxicokinetic and toxico-dynamic properties. A common feature of these agents is the presence of chirality (asymmetry) around the phosphorus atom. Therefore, O-isopropyl methylphos-phonofluoridate (sarin) and 0-ethyl S-(2-diisopropylaminoethyl) methylphospho-nothioate (VX) consist of equal amounts of stereoisomers, denoted as (-1-)- and (-)-sarin and (-1 )- and (-)-VX, respectively. In the case of 0-1,2,2-trimethylpropyl methylphosphonofluoridate (soman), an additional chiral center resides in the 1,2,2-methylpropyl (pinacolyl) moiety, leading to the presence of four stereoisomers. Synthetic soman, i.e., a mixture of the four stereoisomers, is denoted as C( )P( )-soman, whereas the individual four stereoisomers are denoted as C(+)P(-l-), C(-H)P(-), C(-)P(+), and C(-)P( ), in which C stands for chirality in the pinacolyl moiety and P for chirality around phosphorus. The enantiomeric pairs [C(-r)P(+) + C(-)P( )] and [C(+)P(-) -l- C(-)P(+)] are present in synthetic... 

Alkyl (H or to Cjo, including cycloalkyl) 5-2-dialkyl (Me, Et, Pr" or Pr )-aminoethyl alkyl (Me, Et, Pr" or Pr ) phosphonothiolates and corresponding alkylated or protonated salts e.g. VX O-ethyl 5-2-diisopropylaminoethyl methyl phosphonothiolate... 

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