Abstract
The synthesis of a new, potent and selective D2 dopamine receptor agonist, N-0437, of the 2-aminotetralin group is described. The results of a radioreceptor binding assay using a homogenate of porcine anterior pituitary as a tissue source for D2 dopamine receptors and3H-spiperone as radioligand demonstrate that this compound is one of the most potent compounds so far evaluated in this test system.
References
Kebabian JW, Calne DB. Multiple receptors for dopamine. Nature 1979;277:93–6.
Schachter M, Bedard P, DeBono AG, et al. The role of D-1 and D-2 receptors. Nature 1980;286:157–9.
Seeman P. Brain Dopamine Receptors. Pharmacol Rev 1980;32:229–313.
Nedelec L, Dumont C, Oberlander C, Frechet D, Laurent J, Boissier JR. Synthèse et étude de l'activité dopaminergique de dérivés de la di(phénéthyl)amine. Eur J Med Chem 1978;13:553–63.
Sumners C, Dijkstra D, De Vries JB, Horn AS. Neurochemical and behavioural profiles of five dopamine analogues. Naunyn Schmiedebergs Arch Pharmacol 1981:316:304–10.
Horn AS, Tepper P, Kebabian JW, Beart PM. N-0434, a very potent and specific new D-2 dopamine receptor agonist. Eur J Pharmacol 1984:99:125–6.
Beaulieu M, Itoh Y, Tepper P, Horn AS, Kebabian JW.N, N-Disubstituted 2-aminotetralins are potent D-2 dopamine receptor agonists. Eur J Pharmacol 1984:105:15–21.
Horn AS. U.S. patent no. 4,465,692. 1984.
Feenstra MGP, Sumners C, Goedemoed JH, De Vries JB, Rollema H, Horn AS. A comparison of the potencies of various dopamine receptor agonists in models of pre- and postsynaptjc receptor activity. Naunyn Schmiedebergs Arch Pharmacol 1983:324:108–15.
Hacksell U, Svensson U, Nilsson JLG, et al.N-Alkylated 2-aminotetralins: Central dopamine receptor stimulating activity. J Med Chem 1979;22:1469–75.
Janssen PAJ, Van der Eycken CAM. The chemical anatomy of potent morphine-like analgesics. In: Burger A, ed. Drugs Affecting the Central Nervous System. New York: Marcel Dekker, 1968:37.
Van Oene JC, De Vries JB, Dijkstra D, Renkema RJW, Tepper PG, Horn AS.In vivo dopamine autoreceptor selectivity appears to be critically dependent upon the aromatic hydroxyl position in a series ofN,N-disubstituted 2-aminotetralins. Eur J Pharmacol 1984;102:101–15.
Ames DE, Evans D, Grey TF. Islip PJ, Richards KE. Synthesis of alkoxy-1,2,34-tetrahydronaphthalene derivatives. J Chem Soc 1965:2636–41.
Trapani G, Reho A, Latrofa A. Trimethylamine-Borane as useful reagent in theN-acylation orN-alkylation of amines by carboxylic acids. Synthesis 1983:1013–4.
Grigoriadis D, Seeman P. The dopamine/neuroleptic receptor. Can J Neurol Sci 1984:11:108–13.
Munson P, Rodbard D. Ligand: A versatile computerized approach for characterization of ligand-binding systems. Anal Biochem 1980:107:220–39.
Seeman P, Grigoriadis D, George SR, Watanabe M, Ulpian C. Functional States of Dopamine Receptors in Dopaminergic Systems and Their Regulation. In: Woodruff GN, Creese I, Gessa GL, Hornykiewicz O, Poat JA, Roberts PJ, eds. London: MacMillan Press (in press).
Seiler MP, Markstein R. Further characterization of structural requirements for agonists at the striatal dopamine D2 receptor and a comparison with those at the striatal dopamine D1 receptor. Mol Pharmacol 1984:26:452–7.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Horn, A.S., Tepper, P., Van Der Weide, J. et al. Synthesis and radioreceptor binding activity of N-0437, a new, extremely potent and selective D2 dopamine receptor agonist. Pharmaceutisch Weekblad Scientific Edition 7, 208–211 (1985). https://doi.org/10.1007/BF02307578
Received:
Accepted:
Issue date:
DOI: https://doi.org/10.1007/BF02307578