A homologous series of N-alkylated cis-(+)-(1 S, 2 R)-5-methoxy-1-methyl-2-aminotetralins: central dopamine receptor antagonists showing profiles ranging from classical antagonism to selectivity for autoreceptors

J Neural Transm. 1986;65(1):29-38. doi: 10.1007/BF01249609.


N-alkylated and N,N-dialkylated cis-(+)-(1 S, 2 R)-5-methoxy-1-methyl-2-aminotetralins were tested for central dopamine receptor antagonism using in vivo biochemical and behavioral models in rats. The di-methyl analogue showed a profile similar to classical dopamine receptor antagonists. It produced a marked hypomotility including catalepsy and a pronounced increase in dopamine synthesis rate. This compound also displaced DiPr-5, 6-ADTN from striatal binding sites and antagonized the hyperactivity induced by the ligand. In contrast, the mono-propyl analogue increased locomotor activity and dopamine synthesis rate over a wide dose range. This compound failed to antagonize the hyperactivity induced by DiPr-5, 6-ADTN and to displace this in-vivo binding ligand. Thus, the mono-propyl analogue appears to lack postsynaptic dopamine receptor antagonistic properties; it seems to produce its effects via a selective dopamine autoreceptor antagonism. The di-ethyl and di-propyl, but not the dibutyl, analogues were also active in the models used. Whereas the di-ethyl compound shows a profile similar to classical dopamine receptor blockers, the di-propyl compound appears to act preferentially on autoreceptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 8-Hydroxy-2-(di-n-propylamino)tetralin* / analogs & derivatives*
  • Animals
  • Corpus Striatum / drug effects
  • Corpus Striatum / metabolism
  • Dopamine / biosynthesis
  • Drug Interactions
  • Male
  • Motor Activity / drug effects
  • Naphthalenes / pharmacology*
  • Rats
  • Rats, Inbred Strains
  • Receptors, Dopamine / metabolism*
  • Tetrahydronaphthalenes / pharmacology*


  • Naphthalenes
  • Receptors, Dopamine
  • Tetrahydronaphthalenes
  • 2-(N,N-dipropyl)amino-5,6-dihydroxytetralin
  • 8-Hydroxy-2-(di-n-propylamino)tetralin
  • UH 232
  • Dopamine