The in Vitro Formation of 1,3-Dimethyl-1,2,3,4-Tetrahydroisoquinoline, a Neurotoxic Metabolite of Amphetamines

  • Hanka Haber
  • Michael Collins
  • Matthias F. Melzig
Part of the Advances in Behavioral Biology book series (ABBI, volume 44)


Since the early 1970s interest has been directed towards proposals suggesting the involvement of Pictet-Spengler condensation products, the tetrahydroisoquinolines (TIQ), in the aetiology of alcohol addiction. These products might be formed following alcohol consumption by a condensation between monoamine and an aldehyde, in particular, acetaldehyde. The most studied of all Pictet-Spengler condensation products is salsolinol (1-methyl-6,7-dihydroxy1,2,3,4-tetrahydroisoquinoline), the product of a direct cyclization between dopamine and acetaldehyde. The in vivo formation of tetrahydropapaveroline by the condensation between dopamine and its deaminated metabolite, 3,4-dihydroxyphenylacetaldehyde (dopaldehyde), has also been postulated (Figure 1).1


Chronic Ethanol Pyridoxal Phosphate Isoquinoline Alkaloid Amine Concentration Full Scanning Mode 
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Copyright information

© Springer Science+Business Media New York 1995

Authors and Affiliations

  • Hanka Haber
    • 1
  • Michael Collins
    • 2
  • Matthias F. Melzig
    • 1
  1. 1.Research Institute of Molecular PharmacologyBerlinGermany
  2. 2.Stritch School of Medicine Department of Molecular BiologyLoyola University ChicagoMaywoodUSA

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