Cocaethylene: A unique cocaine metabolite displays high affinity for the dopamine transporter

W. Lee Hearn, Donna D. Flynn, George W. Hime, Stefan Rose, Julio C. Cofino, Emilio Mantero-Atienza, Charles V. Wetli, Deborah C Mash

Research output: Contribution to journalArticle

233 Citations (Scopus)

Abstract

Concurrent cocaine and alcohol use is common practice in the general population, as indicated by recent prevalence studies. In the presence of ethyl alcohol, cocaine is metabolized to its ethyl homolog, cocaethylene. The transesterification of cocaine and ethanol to cocaethylene takes place in the liver and represents a novel metabolic reaction. Cocaethylene was detected in postmortem blood, liver, and neurological tissues in concentrations equal to and sometimes exceeding those of cocaine. In vitro binding studies demonstrate that cocaethylene has a pharmacological profile similar but not identical to that of cocaine at monoamine transport sites assayed in the human brain. Cocaethylene was equipotent to cocaine at inhibiting [3H]mazindol binding to the dopamine transporter. The blockade of dopamine reuptake in the synaptic cleft by cocaethylene may account for the enhanced euphoria associated with combined alcohol and cocaine abuse.

Original languageEnglish
Pages (from-to)698-701
Number of pages4
JournalJournal of Neurochemistry
Volume56
Issue number2
StatePublished - Dec 1 1991

Fingerprint

Dopamine Plasma Membrane Transport Proteins
Metabolites
Cocaine
Liver
Ethanol
Mazindol
Alcohols
Cocaine-Related Disorders
Transesterification
General Practice
Alcoholism
cocaethylene
Dopamine
Cross-Sectional Studies
Brain
Pharmacology
Blood
Tissue
Population

Keywords

  • CNS
  • Cocaine
  • Ethanol
  • Monoamine uptake sites

ASJC Scopus subject areas

  • Biochemistry
  • Cellular and Molecular Neuroscience

Cite this

Hearn, W. L., Flynn, D. D., Hime, G. W., Rose, S., Cofino, J. C., Mantero-Atienza, E., ... Mash, D. C. (1991). Cocaethylene: A unique cocaine metabolite displays high affinity for the dopamine transporter. Journal of Neurochemistry, 56(2), 698-701.

Cocaethylene : A unique cocaine metabolite displays high affinity for the dopamine transporter. / Hearn, W. Lee; Flynn, Donna D.; Hime, George W.; Rose, Stefan; Cofino, Julio C.; Mantero-Atienza, Emilio; Wetli, Charles V.; Mash, Deborah C.

In: Journal of Neurochemistry, Vol. 56, No. 2, 01.12.1991, p. 698-701.

Research output: Contribution to journalArticle

Hearn, WL, Flynn, DD, Hime, GW, Rose, S, Cofino, JC, Mantero-Atienza, E, Wetli, CV & Mash, DC 1991, 'Cocaethylene: A unique cocaine metabolite displays high affinity for the dopamine transporter', Journal of Neurochemistry, vol. 56, no. 2, pp. 698-701.
Hearn WL, Flynn DD, Hime GW, Rose S, Cofino JC, Mantero-Atienza E et al. Cocaethylene: A unique cocaine metabolite displays high affinity for the dopamine transporter. Journal of Neurochemistry. 1991 Dec 1;56(2):698-701.
Hearn, W. Lee ; Flynn, Donna D. ; Hime, George W. ; Rose, Stefan ; Cofino, Julio C. ; Mantero-Atienza, Emilio ; Wetli, Charles V. ; Mash, Deborah C. / Cocaethylene : A unique cocaine metabolite displays high affinity for the dopamine transporter. In: Journal of Neurochemistry. 1991 ; Vol. 56, No. 2. pp. 698-701.
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