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Chemical Compound Review

epinine     4-(2- methylaminoethyl)benzene-1,2- diol

Synonyms: Lopac-D-5886, CHEMBL31088, SureCN67772, BEN008, AG-F-68258, ...
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Disease relevance of epinine


Psychiatry related information on epinine


High impact information on epinine


Chemical compound and disease context of epinine


Biological context of epinine


Anatomical context of epinine


Associations of epinine with other chemical compounds


Gene context of epinine

  • The results of this study show that epinine is a substrate for both forms of MAO in rat liver, although the contribution of MAO A to the deamination of this secondary amine appears to be slightly more important than that of MAO B [21].
  • Epinine exerted higher affinity at beta-2 compared to beta-1 adrenoceptors in radioligand binding experiments ([125I]iodocyanopinodolol) [16].
  • 1. The effects of epinine or dopamine (both 1-10 micrograms kg-1 min-1) on systemic haemodynamics and plasma concentrations of catecholamines and prolactin were studied in conscious pigs before and after combined non-selective alpha- and beta-adrenoceptor blockade [12].
  • Lack of epinine formation in adrenal medulla and brain of rats during cold exposure and inhibition of dopamine beta-hydroxylase [22].
  • Kinetic study of the transient phase of a chemical reaction system coupled to an enzymatically catalyzed step. Application to the oxidation of epinine by tyrosinase [23].

Analytical, diagnostic and therapeutic context of epinine

  • Sodium was measured by ion specific electrode and dopamine by HPLC with electrochemical detection (using epinine as an internal standard) [24].
  • These methods were used to study the pharmacokinetics and metabolic fate of epinine after oral administration of ibopamine to healthy volunteers [2].
  • Quantitative analytical methods, using high-performance liquid chromatography coupled with electrochemical detection, were developed for the determination of epinine and its known metabolites in biological media [2].
  • The effect of the timing of a standard meal relative to a single oral dose of 200 mg ibopamine, on the appearance of its pharmacologically active metabolite, epinine, in plasma was investigated in a randomised crossover study in 12 healthy volunteers [25].
  • Endogenous synthesis of N-methylnorsalsolinol in rat brain during in vivo microdialysis with epinine [26].


  1. Role of aging on electrical, mechanical, and coronary modification induced by ouabain and epinine in isolated rat heart. Abete, P., Caccese, P., Landino, P., Cioppa, A., Abate, R., Ciaburri, F., Ferrara, P., De Caprio, L., Ferrara, N., Rengo, F. Cardiovasc. Res. (1994) [Pubmed]
  2. Analysis of epinine and its metabolites in man after oral administration of its pro-drug ibopamine using high-performance liquid chromatography with electrochemical detection. Gifford, R., Randolph, W.C., Heineman, F.C., Ziemniak, J.A. J. Chromatogr. (1986) [Pubmed]
  3. Effects of ibopamine on postural hypotension in pure autonomic failure. Rensma, P.L., van den Meiracker, A.H., Boomsma, F., Man in 't Veld, A.J., Schalekamp, M.A. J. Cardiovasc. Pharmacol. (1993) [Pubmed]
  4. Pharmacokinetics of ibopamine in patients with renal impairment. Salvadeo, A., Villa, G., Bovio, G., Pocchiari, F., Pataccini, R., Longo, A., Ventresca, G.P. International journal of clinical pharmacology, therapy, and toxicology. (1988) [Pubmed]
  5. Effects of intranigral injections of dopamine agonists and antagonists, glycine, muscimol and N-methyl-D,L-aspartate on locomotor activity. Jackson, E.A., Kelly, P.H. Brain Res. Bull. (1984) [Pubmed]
  6. 5-methyltetrahydrofolic acid is not a methyl donor for biogenic amines: enzymatic formation of formaldehyde. Meller, E., Rosengarten, H., Friedhoff, A.J., Stebbins, R.D., Silber, R. Science (1975) [Pubmed]
  7. DA1 receptor mediates dopamine-induced relaxation of opossum lower esophageal sphincter in vitro. Lombardi, D.M., Grous, M., Fine, C.F., Barone, F.C., Fowler, P.J., Phyall, W.B., Rush, J.A., Ormsbee, H.S. Gastroenterology (1986) [Pubmed]
  8. A dopamine receptor in esophageal smooth muscle of the opossum. de Carle, D.J., Christensen, J. Gastroenterology (1976) [Pubmed]
  9. Effect of dopamine, ibopamine, and epinine on alpha- and beta-adrenoceptors in canine pulmonary circulation. Shebuski, R.J., Smith, J.M., Ruffolo, R. Fundamental & clinical pharmacology. (1989) [Pubmed]
  10. Electrophysiological and mechanical studies of frog heart adrenoceptor stimulation by epinine. Soustre, H., Rakotonirina, A. Cardiovasc. Res. (1981) [Pubmed]
  11. Oxidative and cardiovascular studies on natural and synthetic catecholamines. Chavdarian, C.G., Karashima, D., Castagnoli, N., Hundley, H.K. J. Med. Chem. (1978) [Pubmed]
  12. Differential cardiovascular and neuroendocrine effects of epinine and dopamine in conscious pigs before and after adrenoceptor blockade. van Woerkens, L.J., Boomsma, F., Man in 't Veld, A.J., Bevers, M.M., Verdouw, P.D. Br. J. Pharmacol. (1992) [Pubmed]
  13. Comparison of the alpha adrenoceptor activity of dopamine, ibopamine and epinine in the pulmonary circulation of the dog. Shebuski, R.J., Fujita, T., Smith, J.M., Ruffolo, R.R. J. Pharmacol. Exp. Ther. (1987) [Pubmed]
  14. Comparison of the cardiovascular actions of dopamine and epinine in the dog. Itoh, H., Kohli, J.D., Rajfer, S.I., Goldberg, L.I. J. Pharmacol. Exp. Ther. (1985) [Pubmed]
  15. Metabolism of catecholamine esters by cultured bovine brain microvessel endothelial cells. Scriba, G.K., Borchardt, R.T. J. Neurochem. (1989) [Pubmed]
  16. Cardiac inotropic as well as coronary and pulmonary artery actions of epinine in human isolated tissues. Schwinger, R.H., Böhm, M., Schulz, C., Schmidt, U., Schmidt, U., Schmid, B., Dienemann, H., Reichart, B., Erdmann, E. J. Pharmacol. Exp. Ther. (1993) [Pubmed]
  17. Relative potency of dopamine agonists on autoreceptor function in various brain regions of the rat. Westfall, T.C., Naes, L., Paul, C. J. Pharmacol. Exp. Ther. (1983) [Pubmed]
  18. Effect of ibopamine and the active metabolite epinine on the catecholamine content of rat hypothalamus and brainstem in vitro. Scriba, G.K., Hower, J.A., Liang, N.Y., Fennessey, P.V., Borchardt, R.T. J. Pharmacol. Exp. Ther. (1988) [Pubmed]
  19. Effect of epinine on tension of human renal arteries. Schwinger, R.H., Schulz, C., Brixius, K., Böhm, M., Müller-Ehmsen, J., Erdmann, E. Naunyn Schmiedebergs Arch. Pharmacol. (1996) [Pubmed]
  20. Dose-dependent separation of dopaminergic and adrenergic effects of epinine in healthy volunteers. Daul, A., Elter-Schulz, M., Poller, U., Jockenhövel, F., Pönicke, K., Boomsma, F., Man in't Veld, A.J., Schäfes, R.F., Brodde, O.E. Naunyn Schmiedebergs Arch. Pharmacol. (1995) [Pubmed]
  21. The oxidation of dopamine and epinine by the two forms of monoamine oxidase from rat liver. Strolin Benedetti, M., Sanson, G., Bona, L., Gallina, M., Persiani, S., Tipton, K.F. J. Neural Transm. Suppl. (1998) [Pubmed]
  22. Lack of epinine formation in adrenal medulla and brain of rats during cold exposure and inhibition of dopamine beta-hydroxylase. Schümann, H.J., Brodde, O.E. Naunyn Schmiedebergs Arch. Pharmacol. (1976) [Pubmed]
  23. Kinetic study of the transient phase of a chemical reaction system coupled to an enzymatically catalyzed step. Application to the oxidation of epinine by tyrosinase. Escribano, J., García, M., García Cánovas, F., García Carmona, F., Varón, R., Tudela, J., Lozano, J.A. Biophys. Chem. (1987) [Pubmed]
  24. Ethnic differences in the renal sodium dopamine relationship. A possible explanation for regional variations in the prevalence of hypertension? Lee, M.R., Critchley, J.A., Gordon, C.J., Makarananda, K., Sriwatanakul, K., Balali-Mood, M., Boye, G.L. Am. J. Hypertens. (1990) [Pubmed]
  25. Ibopamine (SK&F 100168) pharmacokinetics in relation to the timing of meals. Scott, S.C., Locke-Haydon, J., Pready, N.S., Buller, N.P., Cregeen, R.J. British journal of clinical pharmacology. (1987) [Pubmed]
  26. Endogenous synthesis of N-methylnorsalsolinol in rat brain during in vivo microdialysis with epinine. Kajita, M., Niwa, T., Maruyama, W., Nakahara, D., Takeda, N., Yoshizumi, H., Tatematsu, A., Watanabe, K., Naoi, M., Nagatsu, T. J. Chromatogr. B, Biomed. Appl. (1994) [Pubmed]
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