Coca and Cocaine : $b Their history, medical and economic uses, and medicinal preparationsMartindale, William
History
Coca and Cocaine : $b Their history, medical and economic uses, and medicinal preparations
Martindale, William
Coca; Cocaine
With this substance also, he, as well as Skraup, has made Cocaine
synthetically by heating in a tube to 100° C., a mixture of
benzoyl-ecgonine, iodide of methyl, and methyl alcohol; the excess
of the two latter is driven off by heat and the Cocaine extracted as
a syrupy hydriodate; from the salt is produced pure Cocaine, melting
at 98° C. and answering all other tests. (Ber. D. Chem. Ges. 1885,
2264.) Dr. Merck has also made the synthesis from anhydrous ecgonine by
combining it with benzoic acid and iodide of methyl.—_Ib._ 2952.
As atropine can be saponified by the action of alkalies into tropic
acid and tropine, and as Cocaine and atropine act on the eye as
mydriatics, Dr. Einhorn has demonstrated their chemical relationship
by converting anhydrous ecgonine into tropidine (the anhydride of
tropine), from which it only differs in containing the carboxyl group
in place of an atom of hydrogen.
On combining Cocaine with benzoic acid, benzoyl-ecgonine appears to be
formed—the aqueous solution of these is not precipitated by ammonia.
Cocaine is prepared by treating powdered coca leaves with a solution
of carbonate of sodium, drying the mixture and exhausting it with
petroleum spirit. The latter, which dissolves the cocaine with very
little colouring matter, is agitated with very dilute hydrochloric
acid, the petroleum is decanted and the cocaine precipitated from the
aqueous solution by adding carbonate of sodium again. The precipitate
is separated by shaking with ether, which on evaporation yields
crystals of almost pure Cocaine. Most of the Cocaine now used is
manufactured in a crude form in Lima, and imported from Callao. It
yields about 85 per cent. of pure alkaloid, and is recrystallized or
converted into the hydrochlorate after its arrival in Europe.
No coloration is produced by dissolving pure Cocaine or its
hydrochlorate in cold concentrated sulphuric acid; with the salt,
effervescence occurs, owing to hydrochloric acid gas being set free.
Some samples give a faint evanescent yellow coloration, and others
give a magenta tinge which gradually passes to a brownish yellow, and
eventually the solution becomes almost colourless.
If Cocaine or a salt be moistened with nitric acid, evaporated
to dryness, and a drop of alcoholic caustic potash added, a
characteristic peppermint odour is developed.—P.J. 1890, 162.
Report on action of ecgonine, benzoyl-ecgonine, and cocamine.—Th. Gaz.
Oct. 1889, 698.
As pure Cocaine (the alkaloid) is soluble in fats and oils, and its
salts are not, it should always be used when it has to be combined with
fatty or oily substances, for use externally, _e.g._:—
=Bougies of Cocaine.= ½ grain each or more, with cacao-butter.
Are useful in painful affections of the urethra.
=Ceratum Cocainæ.= 1 in 30 of petroleum cerate.
Is useful in burns, scalds, urticaria, pruritus, &c.
=Collodium Cocainæ.= 2 per cent. in flexible collodion.
Allays the itching, and is a cure for inflamed chilblains.
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