EA-3148

EA-3148
Names
	IUPAC name O-cyclopentyl S-(2-diethylaminoethyl) methylphosphonothiolate
Identifiers
CAS Number	93240-66-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	486530 ;
PubChem CID	559673;
	InChI InChI=1S/C12H26NO2PS/c1-4-13(5-2)10-11-17-16(3,14)15-12-8-6-7-9-12/h12H,4-11H2,1-3H3 Key: PMVOUPZOZITGTQ-UHFFFAOYSA-N ; InChI=1/C12H26NO2PS/c1-4-13(5-2)10-11-17-16(3,14)15-12-8-6-7-9-12/h12H,4-11H2,1-3H3 Key: PMVOUPZOZITGTQ-UHFFFAOYAC;
	SMILES CCN(CC)CCSP(C)(=O)OC1CCCC1;
Properties
Chemical formula	C12H26NO2PS
Molar mass	279.378 g/mol
Density	1.05 g/cm3
Boiling point	111.11 °C (232.00 °F; 384.26 K)
Hazards
Main hazards	Extremely Toxic
NFPA 704 (fire diamond)	1 4 1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

EA-3148 (Substance 100A) is a "V-series" nerve agent related to the better-known compounds VX and VR.[1] It was studied by both the US and Soviet chemical weapons programmes during the Cold War, and is notable as the only organophosphate nerve agent specifically identified in public domain sources as having a higher absolute potency as an acetylcholinesterase inhibitor than VX (around 50% more potent by weight).[2] However, both the US and Soviet investigations of the compound concluded that despite its high potency, the physicochemical properties of the substance made it unsuitable for weaponisation, and further research was not conducted.[3] The chemical structure of EA-3148 falls within the scope of compounds designated "Toxic chemicals" under Schedule 1 of the Chemical Weapons Convention and so it is illegal throughout the world under international law and may only be used for certain types of scientific and medical research.

References

Ellison, D. H. (2008). Handbook of Chemical and Biological Warfare Agents (2nd ed.). p. 28. ISBN 0-8493-1434-8.
Commission on Life Sciences (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. 1. The National Academies Press. pp. 7, 22, 29, E3.
Mirzayanov, V. S. (2009). State Secrets. An Insider's Chronicle of the Russian Chemical Weapons Program. pp. 127–128. ISBN 978-1-4327-2566-2.

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[1] Ellison, D. H. (2008). Handbook of Chemical and Biological Warfare Agents (2nd ed.). p. 28. ISBN 0-8493-1434-8.

[2] Commission on Life Sciences (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. 1. The National Academies Press. pp. 7, 22, 29, E3.

[3] Mirzayanov, V. S. (2009). State Secrets. An Insider's Chronicle of the Russian Chemical Weapons Program. pp. 127–128. ISBN 978-1-4327-2566-2.