Benzoyl tropein

Tropacocaine (Benzoyl-< -tropeine), CigHijOgN, was discovered by Giesel in Java coca leaves and has since been found in Peruvian coca. Its preparation from the former source has been described by Kara and Sakamoto. It caystallises in needles, m.p. 49°, is insoluble in water, but soluble in alcohol, ether or dilute anunonia and is generally prepared by benzoylating tropine, and purified as the hydrochloride. Its alcoholic solution is alkaline and optically inactive. The hydrochloride forms needles, m.p. 271° (dec.), and the hydrobromide leaflets. The aurichloride separates in minute yellow needles, m.p. 208°, from hot aqueous solutions the picrate has m.p. 238-9°. When heated with hydrochloric acid or baryta water the alkaloid is hydrolysed to benzoic acid and -tropine. ... 

Tropeines or (ji-tropeines Benzoyltropine tropacocaine (benzoyl-tfi-tropeine). 

Stereoisomerism in either the alkamine nucleus or the acyl residue has a considerable effect on the pharmacological action of the tropeines and cocaines. Differences in activity of tropine and i/i-tropine and their benzoyl derivatives have been mentioned already, and there seems to be a consensus of opinion that the i/i-cocaines (alkyl- or aryl- acyl esters of 0-ecgonine) are less toxic and more potent local anfesthetics than the corresponding cocaines, derived from 1-ecgonine. ... 

The rates of hydrolysis of epimeric benzoyl and p-nitrobenzoyl- -tropeines and those of their methiodides have been determined (9). 

Tropacocaine. exo-ti-Methyl-8-azabicyclo[i.2.1 ]-octan-3-ol benzoate laltt5all-iropan-30-ol benzoate ben-zoylpseudotropeine benzoyl-d -tropeine pseudotropine benzoate -tropine benzoate tropacaine. mol wt... 

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