C20H24ClN3S,2CH4SO3 566.2 5132-55-8
Action and use
Dopamine receptor antagonist; neuroleptic.
Preparations
Prochlorperazine Injection
Prochlorperazine Oral Solution
DEFINITION
Prochlorperazine Mesilate is 2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]phenothiazine di(methanesulfonate). It contains not less than 98.0% and not more than 101.0% of C20H24ClN3S,2CH4SO3 , calculated with reference to the dried substance.
PRODUCTION
Risk assessment should be used to evaluate the potential for genotoxic methanesulfonate esters to be formed in the presence of low molecular weight alcohols. If a risk of methanesulfonate ester formation is identified through risk assessment, these impurities should not exceed the threshold of toxicological concern.
CHARACTERISTICS
A white or almost white powder.
Very soluble in water; sparingly soluble in ethanol (96%); practically insoluble in ether.
IDENTIFICATION
A. The infrared absorption spectrum, Appendix II A, is concordant with the reference spectrum of prochlorperazine mesilate (RS 290).
B. Dissolve 5 mg in 2 mL of sulfuric acid and allow to stand for 5 minutes. A red colour is produced.
TESTS
Acidity
pH of a 2% w/v solution, 2.0 to 3.0, Appendix V L.
Related substances
Complies with the test for related substances in phenothiazines, Appendix III A, using mobile phase A and dissolving the substance being examined in methanol containing 0.5% v/v of 13.5M ammonia.
Loss on drying
When dried to constant weight at 100° at a pressure not exceeding 0.7 kPa, loses not more than 1.0% of its weight. Use 1 g.
Sulfated ash
Not more than 0.1%, Appendix IX A.
ASSAY
Dissolve 0.8 g in 10 mL of water, add 5 mL of 1M sodium hydroxide and extract by shaking with successive quantities of 50, 25, 25 and 25 mL of ether. Wash the combined ether extracts with 5 mL of water, shake the washings with 5 mL of ether, add the ether to the combined ether extracts and evaporate to dryness. Add 2 mL of absolute ethanol to the residue, evaporate to dryness and carry out Method I for non-aqueous titration,
Appendix VIII A, using 1-naphtholbenzein solution as indicator. Each mL of 0.1M perchloric acid VS is equivalent to 28.31 mg of C20H24ClN3S,2CH4SO3.
STORAGE
Prochlorperazine Mesilate should be protected from light.
