Structure via PubChem · Public domain (PubChem)
T-1123
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
via PubChem
Wikidata facts
- Mass
- 364.064775912
Show 3 more facts
- Commons category
- T-1123
- canonical SMILES
- CC[N+](C)(CC)c1cccc(OC([O-])=NC)c1.I
- chemical formula
- C₁₃H₂₁IN₂O₂
via Wikidata · CC0
~1 min read
Article
4 sectionsContents
- 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.