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T-1123

Structure via PubChem · Public domain (PubChem)

EntityQ51081423· pop 6· linked from 456 articles

Also known as TL-1217, AR-16, {3-[Diethyl(methyl)azaniumyl]phenoxy}(methylimino)methanolate--hydrogen iodide (1/1)

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. 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.

Chemical data

Formula
C13H21IN2O2
Molecular weight
364.22 g/mol
IUPAC name
diethyl-methyl-[3-(methylcarbamoyloxy)phenyl]azanium iodide

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Wikidata facts

Mass
364.064775912
Show 4 more facts
Commons category
T-1123
canonical SMILES
CC[N+](C)(CC)c1cccc(OC([O-])=NC)c1.I
chemical formula
C₁₃H₂₁IN₂O₂

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~1 min read

Encyclopedic overview

4 sections
Contents
  • Synthesis
  • See also
  • References
  • Extra reading

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. 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.

Excerpted from Wikipedia’s “T-1123” article, available under the CC BY-SA 4.0 licence.

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