Pharmaceutisch Weekblad

, Volume 2, Issue 1, pp 1110–1115 | Cite as

A conformational study on some catecholamine derivatives

  • J. Brussee
  • C. Erkelens
  • A. C. A. Jansen
  • K. W. Gerritsma
Original Article


The syntheses of the optical isomers of O3,O4-dimethyl-noradrenaline, O3,O4-dimethyl-β-methyI-dopamine, O3,O4-dimethyl-β-methoxy-dopamine as well as their N-methylated analogues are described.ord andnmr measurements of these compounds are performed in acidic and alkaline solutions. It is concluded that the conformation of the side chain of the catecholamine derivatives is only influenced by the charge-charge interaction between the protonated amino group and the electronegativeβ-oxygen atom. Internal hydrogen bonding is excluded as a factor influencing the conformational equilibrium of the side chain. (Pharm. Weekblad Sci. Ed. 2, 106–111)


Public Health Hydrogen Internal Medicine Hydrogen Bonding Catecholamine 
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Copyright information

© Bohn, Scheltema & Holkema 1980

Authors and Affiliations

  • J. Brussee
    • 1
  • C. Erkelens
    • 2
  • A. C. A. Jansen
    • 1
  • K. W. Gerritsma
  1. 1.Gorlaeus Laboratories, Department of PharmacochemistryUniversity of LeidenRA LeidenThe Netherlands
  2. 2.Gorlaeus Laboratories, Department of Organic ChemistryUniversity of LeidenRA LeidenThe Netherlands

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