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Abstract

One of the great challenges in dopaminergic structure-activity relationship studies is that the elements of the dopamine molecule can be incorporated within the matrix of a variety of ring systems, with retention of a high degree of potency and activity with respect to at least a portion of the spectrum of biological effects manifested by dopamine itself. Structures 16 illustrate some representative ring systems which have been studied.

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References

  • Cannon, J. G., Brubaker, A. N., Long, J. P., Flynn, J. R., Verimer, T., Harnirattisai, P., Costall, B., Naylor, R. J., and Nohria, V. (1981). 5,7-Dihydroxy-2-aminotetralin Derivatives: Synthesis and Assessment of Dopaminergic and Adrenergic Actions. J. Med. Chem., 24, 149–153.

    Article  CAS  PubMed  Google Scholar 

  • Cannon, J. G., Hamer, R. L., Ilhan, M., Bhatnagar, R. K., and Long, J. P. (1984). Conformationally Restricted Congeners of Dopamine Derived from Octahydrobenzo[g]quinoline and Octahydrobenzo[f] quinoline. J. Med. Chem., 27, 190–195.

    Article  CAS  PubMed  Google Scholar 

  • Cannon, J. G., Furlano, D. C., Koble, D. J., Koons, J. C., and Long, J. P. (1984). Possible Biologically Active Metabolites of 5-Hydroxy-6-methyl-2-di-n-propylaminotetralin. Life Sci., 34, 1679–1682.

    Article  CAS  PubMed  Google Scholar 

  • Cannon, J. G. (1985). Dopamine Agonists. Prog. Drug Res., 29, 303–414.

    Article  CAS  PubMed  Google Scholar 

  • Cannon, J. G., Amoo, V. E. D., Long, J. P., Bhatnagar, R. K., and Flynn, J. R. (1986). p-Dimethoxy-Substituted trans-Octahydrobenzo[f]- and [g]quinolines: Synthesis and Assessment of Dopaminergic Agonist Effects. J. Med. Chem., 29, 2529–2534.

    Article  CAS  PubMed  Google Scholar 

  • Cannon, J. G. and Long, J. P. (1987). unpublished data.

    Google Scholar 

  • Feenstra, M. G. P., Rollema, H., Mulder, T. B. A., and Horn, A. S. (1983). Amperometric Detection of Low Concentrations of Dopamine Receptor Agonists after Liquid Chromatographic On-Column Sample Enrichment: Effect of O-Methylation on Brain Concentrations of Dipropyl-5,6-ADTN and 6,7-ADTN. Life Sci., 32, 459–465.

    Article  CAS  PubMed  Google Scholar 

  • Grol, C. J. and Rollema, H. (1977). Conformational Analysis of Dopamine by the INDO Molecular Orbital Method. J. Pharm. Pharmacol., 29, 153–156.

    Article  CAS  PubMed  Google Scholar 

  • Hacksell, U., Arvidsson, L.-E., Svensson, U., Nilsson, J. L. G., Sanchez, D., Wikstrom, H., Lindberg, P., Hjorth, S., and Carlsson, A. (1981). 3-Phenylpiperidines. Central Dopamine Autoreceptor Stimulating Activity. J. Med. Chem., 24, 1475–1482.

    Article  CAS  PubMed  Google Scholar 

  • Horn, A. S., Dijkstra, D., Feenstra, M. G. P., Grol, C. J., Rollema, H., and Westerink, B. H. C. (1980). Prodrugs of Some Dopaminergic 2-Aminotetralins: A Review of their Synthesis and Neurochemical Profiles. Eur. J. Med. Chem., 15, 387–392.

    CAS  Google Scholar 

  • Horn, A. S., Dijkstra, D., Mulder, T. B. A., Rollema, H., and Westerink, B. H. C. (1981). Synthesis and Activity of a Metabolite of the Dopaminergic Agonist 6,7-ADTN. Eur. J. Med. Chem., 16, 469–472.

    CAS  Google Scholar 

  • Liljefors, T. and Wikstrom, H. (1986). A Molecular Mechanics Approach to the Understanding of Presynaptic Selectivity for Centrally Acting Dopamine Receptor Agonists of the Phenylpiperidine Series. J. Med. Chem., 29, 1896–1904.

    Article  CAS  PubMed  Google Scholar 

  • McDermed, J. D., Freeman, H. S., and Ferris, R. M. (1979). In Catecholamines: Basic and Clinical Frontiers, vol. 1. Enantioselectivity in the Binding of (+)- and (−)-2-Amino-6,7-dihydroxy-1,2,3,4-Tetrahydronaphthalene and Related Agonists to Dopamine Receptors, (eds. E. Usdin, I. J. Kopin, and J. Barchas) pp. 568–570. Pergamon Press, Elmsford, New York.

    Google Scholar 

  • Rollema, H., Westerink, B. H. C., Mulder, T. B. A., Dijkstra, D., Feenstra, M. G. P., and Horn, A. S. (1980). The Significance of COMT Activity in Controlling Dopamine Agonist Levels in Brain and Serum: Studies with a Prodrug and a Metabolite of 6,7-ADTN. Eur. J. Pharmacol., 64, 313–323.

    Article  CAS  PubMed  Google Scholar 

  • Rollema, H., Grol, C. J., and Feenstra, M. G. P. (1982). Metabolism of 2-Aminotetralins. Pharm. Weekbl. Sci. Ed., 4, 205–207.

    Google Scholar 

  • Rollema, H. and Grol, C. J. (1983). Latentiated 2-Aminotetralins. Pharm. Weekbl. Sci. Ed., 5, 159–161.

    Article  CAS  Google Scholar 

  • Seiler, M. P. and Markstein, R. (1982). Further Characterization of Structural Requirements for Agonists at the Striatal Dopamine D-1 Receptor. Molec. Pharmacol., 22, 281–289.

    CAS  Google Scholar 

  • Sindelar, R. D., Mott, J., Barfknecht, C. F., Arneric, S. P., Flynn, J. R., Long, J. P., and Bhatnagar, R. K. (1982). 2-Amino-4,7-dimethoxyindan Derivatives: Synthesis and Assessment of Dopaminergic and Cardiovascular Actions. J. Med. Chem., 25, 858–864.

    Article  CAS  PubMed  Google Scholar 

  • Westerink, B. H. C., Dijkstra, D., Feenstra, M. G. P., Grol, C. J., Horn, A. S., Rollema, H., and Wirix, E. (1980). Dopaminergic Prodrugs: Brain Concentrations and Neurochemical Effects of 5,6- and 6,7-ADTN after Administration of a Dibenzoyl Ester. Eur. J. Pharmacol., 61, 7–15.

    Article  CAS  PubMed  Google Scholar 

  • Youde, I. R., Raxworthy, M. J., Gulliver, P. A., Dijkstra, D., and Horn, A. S. (1984). The Metabolism of Dopamine, N,N-Dialkylated dopamines, and Derivatives of the Dopamine Agonist 2-amino-dihydroxy-l,2,3,4-Tetrahydronaphthalene (ADTN) by Catechol-0-Methyltransferase. J. Pharm. Pharmacol., 36, 309–313.

    Article  CAS  PubMed  Google Scholar 

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© 1988 Joseph G. Cannon

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Cannon, J.G. (1988). The Status Quo and the Future. In: Beart, P.M., Woodruff, G.N., Jackson, D.M. (eds) Pharmacology and Functional Regulation of Dopaminergic Neurons. Satellite Symposia of the IUPHAR 10th International Congress of Pharmacology. Palgrave Macmillan, London. https://doi.org/10.1007/978-1-349-10047-7_1

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