EA-1356

EA-1356
Names
	Preferred IUPAC name 2-Methylcyclohexyl methylphosphonofluoridate
	Other names Methyl cyclosarin
Identifiers
CAS Number	85473-32-1;
3D model (JSmol)	Interactive image;
ChemSpider	162952;
PubChem CID	187443;
CompTox Dashboard (EPA)	DTXSID301006016 ;
	InChI 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;
	SMILES CC1CCCCC1OP(=O)(C)F;
Properties
Chemical formula	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). Infobox references

EA-1356 is an organophosphate nerve agent of the G-series.^[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 by the Chemical Weapons Convention standards. It is under the category of munitions of ML7.b.1.a.

References

^ 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. doi:10.1007/s00204-024-03714-5. PMID 38493428.
^ 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.
^ Ellison DH (2008). Handbook of Chemical and Biological Warfare Agents (Second ed.). CRC Press. ISBN 978-0-849-31434-6.
^ 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