- Synthesis and contractile activity of substituted 1,2,3,4-tetrahydroisoquinolines.
Synthesis and contractile activity of substituted 1,2,3,4-tetrahydroisoquinolines.
Molecules (Basel, Switzerland) (2011-08-19)
Iliyan Ivanov, Stoyanka Nikolova, Dimo Aladjov, Iliyana Stefanova, Plamen Zagorchev
PMID21847072
RÉSUMÉ
A series of different 1-monosubstituted and 1,1-disubstituted 1,2,3,4-tetrahydro-isoquinolines was synthesized in high yields from different ketoamides. We have developed a convenient method for the synthesis of disubstituted derivatives by interaction of ketoamides with organomagnesium compounds, followed by cyclization in the presence of catalytic amounts of p-toluenesulfonic acid (PTSA). A number of substituents at the C-1 in the isoquinoline skeleton were introduced varying either carboxylic acid or organomagnesium compound. Some of the obtained 1,1-dialkyl-1,2,3,4-tetrahydro-isoquinolines possess contractile activity against guinea pig's gastric smooth muscle preparations.
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