EA-1356

EA-1356
Names
	Preferred IUPAC name 2-Methylcyclohexyl methylphosphonofluoridate
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.^[1]^[2] It is highly resistant to enzymatic degradation in the body. ^[3] 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[edit]

^ 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

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[1] 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.

[2] Ellison DH (2008). Handbook of Chemical and Biological Warfare Agents (Second ed.). CRC Press. ISBN 978-0-849-31434-6.

[3] 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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v t e Neurotoxins
Animal toxins	Batrachotoxin Bestoxin Birtoxin Bungarotoxin Charybdotoxin Conotoxin Fasciculin Huwentoxin Poneratoxin Saxitoxin Tetrodotoxin Vanillotoxin Spooky toxin (SsTx) Epibatidine Zetekitoxin AB Dendrotoxin
Bacterial	Botulinum toxin Tetanospasmin
Cyanotoxins	Anatoxin-a Guanitoxin BMAA Saxitoxin
Plant toxins	Aconitine Bicuculline Penitrem A Picrotoxin Strychnine Tutin Rotenone Ginkgotoxin Cicutoxin Oenanthotoxin Thujone Volkensin Veratridine
Mycotoxins	Ibotenic acid Muscarine Muscimol
Pesticides	Fenpropathrin Tetramethylenedisulfotetramine Bromethalin Crimidine Methamidophos Endosulfan Fipronil Phenylsilatrane Chlorophenylsilatrane Sulfuryl fluoride Mipafox Schradan Dimefox
Nerve agents	Cyclosarin EA-3148 Novichok agent Sarin Soman Tabun VE VG VM VP VR VX GV EA-3990 EA-4056 T-1123 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) Fluorotabun Chinese VX EA-2192
Bicyclic phosphates	TBPS TBPO IPTBO
Cholinergic neurotoxins	Acetylcholine mustard Catecholine Choline mustard Ethylcholine mustard Hemicholinium mustard
Other	Dimethylcadmium Dimethylmercury Toxopyrimidine IDPN Tetraethyllead

Names

Preferred IUPAC name 2-Methylcyclohexyl methylphosphonofluoridate
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