EA-2192

Last updated
EA-2192
EA-2192-2D-skeletal.png
Names
Preferred IUPAC name
S-{2-[Di(propan-2-yl)amino]ethyl} methylphosphonothioate
Other names
Diisopropylaminoethyl methyl thiolophosphonate
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C9H22NO2PS/c1-8(2)10(9(3)4)6-7-14-13(5,11)12/h8-9H,6-7H2,1-5H3,(H,11,12)
    Key: UOXJNGFFPMOZDM-UHFFFAOYSA-N
  • CC(C)N(CCSP(=O)(C)O)C(C)C
Properties
C9H22NO2PS
Molar mass 239.31 g·mol−1
AppearanceWhite solid
Very soluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Extremely toxic
Lethal dose or concentration (LD, LC):
630 μg/kg (Rat, oral)
18 μg/kg (Rat, iv)
50 μg/kg (Mouse, iv)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

EA-2192 is an extremely toxic degradation product of the VX, a very potent nerve agent. [1] [2] It is a white solid that is very soluble and stable in water.

EA-2192 is an extremely potent acetylcholinesterase inhibitor. It is almost as toxic as VX itself. [3]

EA-2192 instantly ages acetylcholinesterase as it is the dealkylated form of VX and can also not be reversed with common oxime reactivators. [4]

EA-2192 from VX VX-solvolysis-P-O-2D-skeletal.png
EA-2192 from VX

See also

References

  1. ↑ Ellison, D. Hank (2007). Handbook of chemical and biological warfare agents (2nd ed.). Boca Raton, Fla.: CRC. ISBN   9780849314346.
  2. ↑ Hoenig, Steven L. (2007), Compendium of Chemical Warfare Agents, Springer, ISBN   978-0-387-34626-7
  3. ↑ Munro, NB; Talmage, SS; Griffin, GD; Waters, LC; Watson, AP; King, JF; Hauschild, V (December 1999). "The sources, fate, and toxicity of chemical warfare agent degradation products". Environmental Health Perspectives. 107 (12): 933–74. Bibcode:1999EnvHP.107..933M. doi:10.1289/ehp.99107933. PMC   1566810 . PMID   10585900.
  4. ↑ Reiter, Georg; Mikler, John; Hill, Ira; Weatherby, Kendal; Thiermann, Horst; Worek, Franz (2011). "Simultaneous quantification of VX and its toxic metabolite in blood and plasma samples and its application for in vivo and in vitro toxicological studies" . Journal of Chromatography B. 879 (26): 2704–2713. doi:10.1016/j.jchromb.2011.07.031 . Retrieved 2025-07-17.
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