| Identification | Back Directory | [Name]
Phenactropinium chloride | [CAS]
3784-89-2 | [Synonyms]
Phenactropinium
Phenactropinium chloride
3-[Hydroxy(phenyl)acetoxy]-8-methyl-8-(2-oxo-2-phenylethyl)-8-azoniabicyclo[3.2.1]octane
(8-methyl-8-phenacyl-8-azoniabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenylacetate chloride
(8-methyl-8-phenacyl-8-azoniabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenyl-ethanoate chloride
2-hydroxy-2-phenyl-acetic acid (8-methyl-8-phenacyl-8-azoniabicyclo[3.2.1]octan-3-yl) ester chloride | [Molecular Formula]
C24H28ClNO4 | [MDL Number]
MFCD00865797 | [MOL File]
3784-89-2.mol |
| Hazard Information | Back Directory | [Originator]
Trophenium ,American Cyanamid (AHP), US ,1961 | [Manufacturing Process]
330 g (1.2 M) of homatropine were dissolved in 1 liter of dry methyl ethyl ketone and gently refluxed on a water-bath during the gradual addition of a solution of 204 g (1.32 M) redistilled phenacyl chloride in 200 ml of the same solvent. After 10 to 15 minutes 1 g of previously prepared homatropine phenacyl chloride was added to avoid formation of a supersaturated solution of the quaternary compound. Reflux was continued for 9 hours, then the thick suspension was allowed to cool, filtered and washed with 200 ml methyl ethyl ketone to yield 490 g (95%) slightly creamy solid, MP 188°C to 191°C.
For purification the crude quaternary salt was dissolved in hot ethyl alcohol (2 ml/g) and warm dry acetone (8 ml/g) was stirred into the clear filtrate. On cooling, 387 g (78 % recovery) of a pure white powder, MP 195°C to 197°C, were obtained, in which the ionizable chlorine assayed at 99.7% of the theoretical value. | [Therapeutic Function]
Antihypertensive |
|
|