Cocaine Hydrochloride
C17H21NO4·HCl 339.81

8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-(benzoyloxy)-8-methyl-, methyl ester, hydrochloride, 1R-(exo,exo)-.

Methyl 3-hydroxy-1h,5h-tropan-2-carboxylate, benzoate (ester) hydrochloride [53-21-4].
» Cocaine Hydrochloride contains not less than 99.0 percent and not more than 101.0 percent of C17H21NO4·HCl, calculated on the dried basis.
Packaging and storage— Preserve in well-closed, light-resistant containers.
A: It meets the requirements under Identification—Organic Nitrogenous Bases 181, sodium carbonate TS being used in place of 1 N sodium hydroxide.
B: To 5 mL of a solution (1 in 50) add 5 drops of chromium trioxide solution (1 in 20): a yellow precipitate is formed, and it quickly redissolves when the mixture is shaken gently. Add 1 mL of hydrochloric acid: a permanent, orange-colored crystalline precipitate is formed.
C: To a solution of about 10 mg in 2 drops of water add 1 mL of 0.1 N potassium permanganate: a violet, crystalline precipitate is formed, and it appears brownish violet when collected on a filter, and shows characteristic, violet-red crystalline aggregates under the low power of a microscope.
D: It responds to the tests for Chloride 191.
Specific rotation 781S: between 71 and 73.
Test solution: 20 mg, previously dried, per mL, in water.
Acidity— Dissolve 500 mg in 10 mL of water, add 1 drop of methyl red TS, and titrate with 0.020 N sodium hydroxide: not more than 0.50 mL is required to produce a yellow color.
Loss on drying 731 Dry it over silica gel for 3 hours: it loses not more than 1.0% of its weight.
Residue on ignition 281: not more than 0.1%.
Readily carbonizable substances 271 Dissolve 500 mg in 5 mL of sulfuric acid TS: the solution has no more color than Matching Fluid F.
Limit of cinnamyl-cocaine and other reducing substances— To 5 mL of a solution (1 in 50) add 0.3 mL of 1 N sulfuric acid and 0.10 mL of 0.10 N potassium permanganate: the violet color does not disappear entirely within 30 minutes.
Limit of isoatropyl-cocaine— Dilute 5 mL of a solution (1 in 50) in a beaker with 80 mL of water, add 0.2 mL of 6 N ammonium hydroxide, stir the solution vigorously during 5 minutes, occasionally rubbing the inner wall of the beaker with a stirring rod: a crystalline precipitate of cocaine is formed, and the supernatant is clear.
Assay— Dissolve about 500 mg of Cocaine Hydrochloride, accurately weighed, in a mixture of 40 mL of glacial acetic acid and 10 mL of mercuric acetate TS. Add 2 drops of quinaldine red TS, and titrate with 0.1 N perchloric acid VS. Perform a blank determination, and make any necessary correction. Each mL of 0.1 N perchloric acid is equivalent to 33.98 mg of C17H21NO4·HCl.
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Monograph Maged H. Sharaf, Ph.D.
Senior Scientist
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USP32–NF27 Page 2010
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