Chemistry:T-1123
From HandWiki
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| Names | |
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| Preferred IUPAC name
N,N-Diethyl-N-methyl-3-[(methylcarbamoyl)oxy]anilinium iodide | |
| Other names
AR-16, TL-1217
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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| Properties | |
| C13H21IN2O2 | |
| Molar mass | 364.227 g·mol−1 |
| Related compounds | |
Related compounds
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Neostigmine Miotine |
| Hazards | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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129 μg/kg (Subcutaneous, mice)[1] 75 μg/kg (Subcutaneous, cats)[1] 75 μg/kg (Subcutaneous, dogs)[1] 150 μg/kg (Subcutaneous, rabbits)[1] 122.5 μg/kg (Intramuscular, rats)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
T-1123 is a carbamate-based acetylcholinesterase inhibitor. It was investigated as a chemical warfare agent starting in 1940. It does not go through the blood-brain barrier due to the charge on quaternary nitrogen. The antidote is atropine.[3] T-1123 is a quaternary ammonium ion. A phenyl carbamate ester is bonded in the meta position to the nitrogen on a diethylmethyl amine. The chloride and methylsulfate salt of T-1123 is TL-1299 and TL-1317, respectively.
Synthesis
T-1123 can be produced from m-diethylaminophenol, methyl isocyanate and methyl iodide. First, m-diethylaminophenol is reacted with methyl isocyanate to produce a methylcarbamate. The resulting methylcarbamate is then reacted with methyl iodide to produce T-1123.[1]
See also
References
- ↑ 1.0 1.1 1.2 1.3 1.4 Chemical Warfare Agents, and Related Chemical Problems. Parts I-II. https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/PB158508.xhtml.
- ↑ Bajgar, J; Patocka, J (1976). "Anticholinesterase action of 3-diethylaminophenyl-N-methyl-carbamate methiodide in vitro and in vivo.". Acta Biologica et Medica Germanica 35 (3–4): 479–84. PMID 970052.
- ↑ Gupta, Ramesh C. (2015) (in en). Handbook of Toxicology of Chemical Warfare Agents. Academic Press. pp. 338–339. ISBN 9780128004944. https://books.google.com/books?id=MXKDBAAAQBAJ&pg=PA338.
Extra reading
- Robinson, J. P. (1971) (in en). The Problem of Chemical and Biological Warfare: The rise of CB weapons. Almqvist & Wiksell. ISBN 9780391002005. https://books.google.com/books?id=ZwqIAAAAIAAJ.
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