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Cocaethylene



Cocaethylene
Systematic (IUPAC) name
ethyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Identifiers
CAS number 529-38-4
ATC code  ?
PubChem 65034
Chemical data
Formula C18H23NO4 
Mol. mass 317.38 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes from prodrugs cocaine and ethanol

Cocaethylene is the ethyl ester of benzoylecgonine. It is chemically related to cocaine, which is the corresponding methyl ester. Cocaethylene is formed in the body when cocaine and alcohol have been taken simultaneously: the transesterification is catalysed by carboxylesterases in the liver. It does not occur naturally in coca leaves.

Additional recommended knowledge

Cocaethylene produces a more euphoric stimulation than cocaine in most users, and is longer lasting in the body. Some studies suggest that it may have a higher cardiovascular toxicity than cocaine.

References

  • M. J. Landry, J. Psychoactive Drugs 1992, 24, 273-6.
  • M. Perez et al., Psychopharmacology (Berl.) 1994, 116, 428-32.,
  • M. J. Landry, Behavioral Health Management 1994, September 1.
  • S. C. Laizure et al., Drug Metabolism Disposition 2003, 31, 16-20.

See also

  • Vin Mariani


 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Cocaethylene". A list of authors is available in Wikipedia.
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