Abstract
Aseries of ether derivatives of the purported dopamine agonist 3,4-dihydroxyphenylimino-2-imidazolidine (Dpi) has been prepared as potential prodrugs of the parent compound due to its relatively poor penetration into the brain. Their effects on both dopamine and noradrenaline utilization in the rat brain have been investigated using the tyrosine hydroxylase inhibitor α-methyl-p-tyrosine. Apart from the parent compound,Dpi, the diphenylmethane ether analogue showed some dopaminergic activity.
Similar content being viewed by others
References
Baldessarini, R.J., J.L. Neumeyer, A. Campbell, G. Sperk, V. Ram, G.W. Arana andN.S. Kula (1982)Eur. J. Pharmacol. 77; 87–88.
Balsiger, R.W., R.W. Fischer, R. Hirt andE. Giovanni (1953)Helv. Chim. Acta 36, 708–712.
British Patent 806.060, seeChem. Abs. (1959)53, 18059i.
Cardwell, D., and R.Robinson (1915)J. Chem. Soc., 255–259.
Cools, A.R., andJ. van Rossum (1980)Life Sciences 27, 1237–1253.
Horn, A.S., C.J. Grol, D. Dijkstra andA.H. Mulder (1978)J. Med. Chem. 21, 825–828.
Horn, A.S., D. Dijkstra, M.G.P. Feenstra, C.J. Grol, H. Rollema andB.H.C. Westerink (1980)Eur. J. Med. Chem. 15, 387–392.
Horn, A.S., D. Dijkstra, T.B.A. Mulder, H. Rollema andB.H.H. Westerink (1981)Eur. J. Med. Chem. 16, 469–472.
Horn, A.S., H. Griever-Kazemier andD. Dijkstra (1982a)J. Med. Chem. 25, 993–996.
Horn, A.S., J.B. de Vries, D. Dijkstra andA.H. Mulder (1982b)Eur. J. Pharmacol. 83, 35–45.
McOmie, J.F.W. (1973) In:Protective Groups in Organic Chemistry. Plenum Press, London, 157–159.
Miller, R.J., andL.L. Iversen (1974)Naunyn-Schmiedeberg's Arch. Pharmacol. 282, 213–217.
Oene, J.C. van, H.A. Houwing andA.S. Horn (1982a)Eur. J. Pharmacol. 81, 75–87;Ibidem (1982b).85, 69–77.
Ruffalo, R.R., E.L. Yaden, J.E. Waddell andR.D. Dillard (1980)J. Pharmacol. Exp. Ther. 214, 535–540.
Sinkula, A.A. (1975) In: Annual Reports in Medicinal Chemistry, vol. 10. Academic Press, New York, 306–316.
Sloof, G. (1935)Rec. Trav. Chim. (Pays-Bas) 54, 995–1010.
Westerink, B.H.C., andJ. Korf (1977)J. Neurochem. 29, 697–706.
Westerink, B.H.C., andT.B.A. Mulder (1981)J. Neurochem. 36, 1449–1462.
Westerink, B.H.C., D. Dijkstra, M.G.P. Feenstra, G.J. Grol, A.S. Horn, H. Rollema andE. Wirix (1980)Eur. J. Pharmacol. 61, 7–15.
Author information
Authors and Affiliations
Additional information
In honour of Professor Faber on the occasion of his 25-years' professorate.
Rights and permissions
About this article
Cite this article
Houwing, H.A., van Oene, J.C. & Horn, A.S. 3,4-Disubstituted phenyliminoimidazolidines as potential prodrugs of the purported dopamine agonist 3,4-dihydroxyphenylimino-2-imidazolidine (DPI). Pharmaceutisch Weekblad Scientific Edition 5, 177–181 (1983). https://doi.org/10.1007/BF01961477
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF01961477