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Chemical Compound Review

Cocethyline     ethyl (2R,3S)-8-methyl-3...

Synonyms: cocaethylene, coca-ethylene, SureCN1649961, LS-22523, BRN 6117763, ...
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Disease relevance of Cocaethyline


Psychiatry related information on Cocaethyline

  • These data indicate that, in this paradigm, cocaethylene did not selectively modify cocaine's reinforcing potency, but there appear to be individual differences with respect to ethanol's ability to stimulate rates of drug-maintained responding [5].
  • These findings suggest that cocaethylene may play a role in the morbidity and mortality associated with concurrent cocaine/alcohol abuse [6].
  • As expected both routes of cocaethylene administration produced an increase in locomotor activity compared to saline-vehicle rats, with no differences between i.v. or i.p. routes with respect to duration of behavioral activation [7].
  • Taken together, these findings indicate that cocaethylene has neuroendocrine properties on its own, targeting a critical region of the brain that regulates stressful events in the body [7].
  • Cocaethylene produced marked locomotor and exploratory behaviors in this strain, suggesting therefore that Long-Evans and Sprague-Dawley rat differ in their response to cocaethylene [8].

High impact information on Cocaethyline


Chemical compound and disease context of Cocaethyline

  • The present study investigated the toxicity of repeated subcutaneous cocaine administrations combined with oral doses of ethanol, and discussed the role of the toxic metabolite cocaethylene [11].

Biological context of Cocaethyline


Anatomical context of Cocaethyline


Associations of Cocaethyline with other chemical compounds


Gene context of Cocaethyline


Analytical, diagnostic and therapeutic context of Cocaethyline


  1. Increased toxicity of cocaine on human hepatocytes induced by ethanol: role of GSH. Ponsoda, X., Bort, R., Jover, R., Gómez-Lechón, M.J., Castell, J.V. Biochem. Pharmacol. (1999) [Pubmed]
  2. Cocaethylene-induced kindling of seizure effects: cross-specificity with cocaine. Meehan, S.M., Schechter, M.D. Pharmacol. Biochem. Behav. (1996) [Pubmed]
  3. Cocaethylene's effects on coronary artery blood flow and cardiac function in a canine model. Wilson, L.D., French, S. J. Toxicol. Clin. Toxicol. (2002) [Pubmed]
  4. Cocaethylene and heart disease during murine AIDS. Liu, Y., Montes, S., Zhang, D., Sepúlveda, R.T., Yu, Q., Zhang, J., Larson, D.F., Watson, R.R. Int. Immunopharmacol. (2002) [Pubmed]
  5. Ethanol effects on self-administration of alfentanil, cocaine, and nomifensine in rhesus monkeys. Aspen, J.M., Winger, G. Psychopharmacology (Berl.) (1997) [Pubmed]
  6. Cocaethylene: pharmacology, physiology and behavioral effects in humans. McCance, E.F., Price, L.H., Kosten, T.R., Jatlow, P.I. J. Pharmacol. Exp. Ther. (1995) [Pubmed]
  7. Cocaethylene stimulates the secretion of ACTH and corticosterone and the transcriptional activation of hypothalamic NGFI-B. Torres, G., Horowitz, J.M., Lee, S., Rivier, C. Brain Res. Mol. Brain Res. (1996) [Pubmed]
  8. Differential behavioral responses to cocaethylene of Long-Evans and Sprague-Dawley rats: role of serotonin. Horowitz, J.M., Kristal, M.B., Torres, G. Synapse (1997) [Pubmed]
  9. Oxygen free radical production mediated by cocaine and its ethanol-derived metabolite, cocaethylene, in rat hepatocytes. Boelsterli, U.A., Wolf, A., Göldlin, C. Hepatology (1993) [Pubmed]
  10. Closing and inactivation potentiate the cocaethylene inhibition of cardiac sodium channels by distinct mechanisms. O'Leary, M.E., Digregorio, M., Chahine, M. Mol. Pharmacol. (2003) [Pubmed]
  11. Role of cocaethylene in toxic symptoms due to repeated subcutaneous cocaine administration modified by oral doses of ethanol. Hayase, T., Yamamoto, Y., Yamamoto, K. The Journal of toxicological sciences. (1999) [Pubmed]
  12. Crystal structure of a cocaine-binding antibody. Larsen, N.A., Zhou, B., Heine, A., Wirsching, P., Janda, K.D., Wilson, I.A. J. Mol. Biol. (2001) [Pubmed]
  13. Biochemical characterization and structural analysis of a highly proficient cocaine esterase. Turner, J.M., Larsen, N.A., Basran, A., Barbas, C.F., Bruce, N.C., Wilson, I.A., Lerner, R.A. Biochemistry (2002) [Pubmed]
  14. Comparison in humans of the potency and pharmacokinetics of intravenously injected cocaethylene and cocaine. Perez-Reyes, M., Jeffcoat, A.R., Myers, M., Sihler, K., Cook, C.E. Psychopharmacology (Berl.) (1994) [Pubmed]
  15. Comparison of intravenous cocaethylene and cocaine in humans. Hart, C.L., Jatlow, P., Sevarino, K.A., McCance-Katz, E.F. Psychopharmacology (Berl.) (2000) [Pubmed]
  16. Differences in bioavailability between cocaine and cocaethylene and their implications for drug-reward studies. Nobiletti, J.B., Jatlow, P.I., Bradberry, C.W. Psychopharmacology (Berl.) (1994) [Pubmed]
  17. Cocaethylene Affects Human Microvascular Endothelial Cell p38 Mitogen-Activated Protein Kinase Activation and Nuclear Factor-{kappa}B DNA-Binding Activity. Tacker, D.H., Herzog, N.K., Okorodudu, A.O. Clin. Chem. (2006) [Pubmed]
  18. Cocaine and cocaethylene: microdialysis comparison of brain drug levels and effects on dopamine and serotonin. Bradberry, C.W., Nobiletti, J.B., Elsworth, J.D., Murphy, B., Jatlow, P., Roth, R.H. J. Neurochem. (1993) [Pubmed]
  19. Differential effects of cocaine and cocaethylene on intracellular Ca2+ and myocardial contraction in cardiac myocytes. Qiu, Z., Morgan, J.P. Br. J. Pharmacol. (1993) [Pubmed]
  20. Cocaine and cocaethylene binding to human milk. Bailey, D.N. Am. J. Clin. Pathol. (1998) [Pubmed]
  21. Analysis of cocaine, benzoylecgonine, and cocaethylene in urine by HPLC with diode array detection. Clauwaert, K.M., Van Bocxlaer, J.F., Lambert, W.E., De Leenheer, A.P. Anal. Chem. (1996) [Pubmed]
  22. Effects of cocaine and its major metabolites on the HERG-encoded potassium channel. Ferreira, S., Crumb, W.J., Carlton, C.G., Clarkson, C.W. J. Pharmacol. Exp. Ther. (2001) [Pubmed]
  23. In vitro transesterification of cocaethylene (ethylcocaine) in the presence of ethanol. esterase-mediated ethyl ester exchange esterase-mediated ethyl ester exchange. Bourland, J.A., Martin, D.K., Mayersohn, M. Drug Metab. Dispos. (1998) [Pubmed]
  24. Quinidine inhibition of cocaethylene degradation in human serum in vitro: a preliminary study. Bailey, D.N. Therapeutic drug monitoring. (1999) [Pubmed]
  25. Differential potencies of cocaine and its metabolites, cocaethylene and benzoylecgonine, in suppressing the functional expression of somatostatin and neuropeptide Y producing neurons in cultures of fetal cortical cells. Aguila-Mansilla, N., Little, B.B., Ho, R.H., Barnea, A. Biochem. Pharmacol. (1997) [Pubmed]
  26. Ethanol enhances immunosuppression induced by cocaine. Pirozhkov, S.V., Watson, R.R., Chen, G.J. Alcohol (1992) [Pubmed]
  27. Inhibition of HERG potassium channels by cocaethylene: a metabolite of cocaine and ethanol. O'Leary, M.E. Cardiovasc. Res. (2002) [Pubmed]
  28. Detection and confirmation of cocaine and cocaethylene in serum emergency toxicology specimens. Puopolo, P.R., Chamberlin, P., Flood, J.G. Clin. Chem. (1992) [Pubmed]
  29. Subjective and cardiovascular effects of cocaethylene in humans. Perez-Reyes, M. Psychopharmacology (Berl.) (1993) [Pubmed]
  30. The disposition of cocaethylene in rat maternal, placental, and fetal compartments. Morishima, H.O., Whittington, R.A., Zhang, Y., Cooper, T.B. Am. J. Obstet. Gynecol. (1999) [Pubmed]
  31. Comparative PET studies of the kinetics and distribution of cocaine and cocaethylene in baboon brain. Fowler, J.S., Volkow, N.D., MacGregor, R.R., Logan, J., Dewey, S.L., Gatley, S.J., Wolf, A.P. Synapse (1992) [Pubmed]
  32. Cocaethylene toxicity in rat primary myocardial cell cultures. Welder, A.A., Dickson, L.J., Melchert, R.B. Alcohol (1993) [Pubmed]
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