Abstract
DURING work on the dependence of anticoagulant activity of the 4-hydroxycoumarine derivaties on chemical structure, it has been found, on the basis of infra-red and ultra-violet absorption spectra and the study of methylation products1–3, that ethyl di-(4–hydroxycoumarinyl-3)-acetate (I, pelentane) and 3,3′-methylen bis-(4-hydroxycoumarine), (II, dicoumarol) show tautomeric behaviour similar to that of the derivatives of the 2-hydroxychromone (III). This equilibrium was first described by Arndt4 in 4-hydroxycoumarine (IV). The above-mentioned equilibrium is considerably more pronounced in the bis derivatives than in 4-hydroxycoumarine itself.
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KNOBLOCH, E. Isomeric O-Methyl Ethers of Ethyl di-(4-hydroxycoumarinyl-3)-Acetate (the Anti-coagulant Drug Pelentane or Thromexane). Nature 184, 1568–1569 (1959). https://doi.org/10.1038/1841568a0
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DOI: https://doi.org/10.1038/1841568a0
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