EA-4056
Names | |
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IUPAC name
1,9-Bis[methyl-2(3-dimethylcarbamoxypyridyl)methylamino]nonane dimethobromide
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Preferred IUPAC name
N1,N9-Bis({3-[(dimethylcarbamoyl)oxy]pyridin-2-yl}methyl)-N1,N1,N9,N9-tetramethylnonane-1,9-bis(aminium) dibromide | |
Identifiers | |
3D model (
JSmol ) |
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Properties | |
C31H52N6O4 · Br2 | |
Molar mass | 732.6 g/mol |
Appearance | crystalline solid |
Melting point | 100–105 °C |
Solubility | soluble in water and alcohols |
Hazards | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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11 µg/kg for mice and 2.7 µg/kg for rabbits via IV |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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EA-4056 is a deadly
Patent assigned to US Army for EA-4056 among other similar nerve agents was filed in December 7, 1967.[3]
Lethality
Carbamates like EA-4056 are well absorbed by the lungs, gastrointestinal tracts, and the skin.
Intravenous LD50 for EA-4056 is 0.0011 mg/kg for mice and 0.0027 mg/kg for rabbits.[3]
Properties
EA-4056's CAS is 110913-96-7, mass 732.6 g/mol, melting point 100–105 °C, and it is soluble in water and alcohols. It is a crystalline solid.[1] EA-4056 evaporates slowly in to the air; thus it can be classified as being extremely persistent in the environment if any possible effects of external factors like sun light and water (air humidity) upon it are neglected. Various other salts than just bromine salts have been reported.[1]
Synthesis
2-dimethylaminomethyl-3-dimethylcarbamoxypyridine precursor is prepared. It is made via
2
Other stable salts of EA-4056 than bromide can be made such as sulfate, nitrate, hydrogen, oxalate and perchlorate. Other α,ω-dihaloalkanes can be used to obtain similar molecules with different carbon chain lengths.[6]
See also
References
- ^ OCLC 82473582.
- PMID 24179466.
- ^ a b c US patent 04512246, Harold Z. Sommer, Havre De Grace, John Krenzer, Oak Park, Omer O. Owens, Jacob I. Miller, "Chemical agents", issued 1987-06-30, assigned to US Secretary of Army
- OCLC 433545336.
- ^ FAS Staff (2013). "Types of Chemical Weapons: Nerve Agents [Table. Toxicological Data]". Washington, DC: Federation of American Scientists [FAS]. Archived from the original on November 26, 2016. Retrieved March 20, 2018.
- ^ a b c US patent 4677204A, Harold Z. Sommer, Havre de Grace, Omer O. Owens, "Chemical agents", issued 1987-06-30, assigned to US Secretary of Army