| Names | |
|---|---|
| Preferred IUPAC name N,N,N-Trimethyl-2-[(methylphosphonofluoridoyl)oxy]ethan-1-aminium | |
| Other names Methylfluorophosphorylcholine, MFPCh | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
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| Properties | |
| C6H16FNO2P | |
| Molar mass | 184.171 g·mol−1 |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Extremely toxic |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 100 μg/kg (mice, intraperitoneal)[1] |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Methylfluorophosphonylcholine (MFPCh) is an extremely toxicchemical compound related to the G-seriesnerve agents. It is an extremely potentacetylcholinesterase inhibitor which is around 100 times more potent thansarin at inhibiting acetylcholinesterasein vitro,[2] and around 10 times more potentin vivo, depending onroute of administration and animal species tested.[3] MFPCh is resistant to oxime reactivators, meaning theacetylcholinesterase inhibited by MFPCh can't be reactivated bycholinesterase reactivators.[2][4][5] MFPCh also acts directly on theacetylcholine receptors.[6] MFPCh is a relatively unstable compound and degrades rapidly in storage, so despite its enhanced toxicity it was not deemed suitable to be weaponised for military use.[7]
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