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| Identifiers | |
|---|---|
3D model (JSmol) | |
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| Properties | |
| C32H40Br2N4O4 | |
| Molar mass | 704.504 g·mol−1 |
| Appearance | Solid |
| Melting point | 121–125 °C (250–257 °F; 394–398 K) |
| Soluble | |
| Solubility | Soluble in polar solvents |
| Vapor pressure | Negligible |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Extremely toxic |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 16 μg/kg (Mice) 6 μg/kg (Rabbits) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) (4-673-745-01) is an extremely potent carbamatenerve agent. It works by inhibitingacetylcholinesterase, causingacetylcholine to accumulate.[1][2] Since the agent molecule is positively charged, it does not cross theblood brain barrier very well.[1]
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) is an extremely toxic nerve agent that can be lethal even at extremely low doses. TheLD50 in mice and rabbits is 16 μg/kg and 6 μg/kg, respectively.[3]
5-Hydroxyisoquinoline anddimethylcarbamoyl chloride is heated on asteam bath for 2 hours. The mixture is then cooled and treated withbenzene. The resulting solid is then dissolved in water.Sodium hydroxide is added to make the solutionbasic. The solution is extracted withchloroform and then dried withmagnesium sulfate. The solvent is evaporated and the solid residue is thenrecrystallized frompetroleum ether. The resulting product,5-dimethylcarbamoxyisoquinoline, is then mixed with1,8-dibromooctane inacetonitrile and refluxed for 8 hours. After cooling, the precipitate is filtered and recrystallized from acetonitrile. The product is then dried in vacuo for 14 hours at room temperature, resulting in the final product.[3]