Benzoylecgonine

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Skeletal formula of benzoylecgonine
Ball-and-stick model of the benzoylecgonine molecule
Ecgonine benzoate

IUPAC name:

3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-4-carboxylic acid

CAS number
519-09-5
ATC code
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Chemical formula C16H19NO4
Molecular weight 289.326 g/mol
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Legal status DEA Schedule II
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Benzoylecgonine (ecgonine benzoate) is the primary metabolite of cocaine. It is formed in the liver by the metabolism of cocaine, catalysed by carboxylesterases, and subsequently excreted in the urine. Small amounts may be traced back to certain OTC (over the counter) medications, after having been metabolised in the liver[citation needed].

In 2005, scientists found surprisingly large quantities of benzoylecgonine in Italy's Po River and used its concentration to estimate the number of cocaine users in the region. In 2006, a similar study was performed in the Swiss ski town of Saint-Moritz using waste water to estimate the daily cocaine consumption of the population. Also in 2006, scientists realized that this wasn't an effective way to determine the estimated cocaine users in the region and later switched to anonymous surveys.

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