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EA-1356

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EA-1356
EA-1356 Structure.svg
Names
Preferred IUPAC name
2-Methylcyclohexyl methylphosphonofluoridate
Other names
Methyl cyclosarin [1]
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C8H16FO2P/c1-7-5-3-4-6-8(7)11-12(2,9)10/h7-8H,3-6H2,1-2H3
    Key: YBZCCTLVJWWETH-UHFFFAOYSA-N
  • CC1CCCCC1OP(=O)(C)F
Properties
C8H16FO2P
Molar mass 194.186 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

EA-1356 is a G-series organophosphate nerve agent closely related to sarin. [2] [3] It is highly resistant to enzymatic degradation in the body. [4] The nerve agent was tested at Edgewood Arsenal in Maryland (the "EA" in "EA-1356") among many other chemicals tested on humans. A novel enzyme was patented by the US Army in 2018 to break down EA-1356. It is a schedule 1 substance within the Chemical Weapons Convention. It is under the category of munitions of ML7.b.1.a.

References

  1. ↑ Noga, M.; Michalska, A.; Jurowski, K. (2024). "The estimation of acute oral toxicity (LD(50)) of G-series organophosphorus-based chemical warfare agents using quantitative and qualitative toxicology in silico methods". Archives of Toxicology. 98 (6): 1809–1825. doi:10.1007/s00204-024-03714-5. PMID   38493428.
  2. ↑ Söderström MT, Ketola RA, Kostiainen O (1995). "Identification of some nerve agent homologues and dialkyl methylphosphonates by gas chromatography/Fourier transform infrared spectrometry". Fresenius' Journal of Analytical Chemistry. 352 (6): 550–556. doi:10.1007/BF00323072. S2CID   100910978.
  3. ↑ Ellison DH (2008). Handbook of Chemical and Biological Warfare Agents (Second ed.). CRC Press. ISBN   978-0-849-31434-6.
  4. ↑ US 10124043,Harvey SP, Guelta MA, McMahon LR,"Mutant OPAA enzymes with increased catalytic efficiency on organophosphorus compound EA1356",issued 13 November 2018, assigned to U.S. Army Edgewood Chemical Biological Center
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