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Cocaethylene
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| Systematic (IUPAC) name | |
| ethyl (2R,3S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| 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.
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. Cocaethylene however is less potent at binding to serotonin & norepinephrine transporters than cocaine is.[1]
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
External links
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Wikipedia content modification information:
- This page was last modified on 28 April 2008, at 06:23.
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