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Isomeric O-Methyl Ethers of Ethyl di-(4-hydroxycoumarinyl-3)-Acetate (the Anti-coagulant Drug Pelentane or Thromexane)

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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References

  1. Knobloch, E., Kakáč, B., and Mácha, F., Chem. Listy, 46, 416 (1952).

    CAS  Google Scholar 

  2. Knobloch, E., and Procházka, Ž., Chem. Listy, 47, 1285 (1953), 19, 702 (1954).

    CAS  Google Scholar 

  3. Knobloch, E., Coll. Czech. Chem. Comm., 1959 (in the press).

  4. Arndt, F., Loewe, L., and Resat, Un, Chem. Ber., 84, 319 (1951).

    Article  CAS  Google Scholar 

  5. Procházka, Ž., and Trčka, V., Čsl. Farmacie, 4, 169 (1955).

    Google Scholar 

  6. Procházka, Ž., Knobloch, E., and Trčka, V., Proc. Pharm. Symp. Prague, 86 (1956).

  7. Overman, R. S., Stahmann, M. A., Huebner, Ch. F., Sullivan, W. R., and Link, K. P., J. Biol. Chem., 148, 5 (1944).

    Google Scholar 

  8. Huebner, C. F., Sullivan, W. R., Stahmann, M. A., and Link, K. P., J. Amer. Chem. Soc., 65, 2292 (1943).

    Article  CAS  Google Scholar 

  9. Fučik, K., Procházka, Ž, and Štrof, J., Chem. Listy, 45, 488 (1951).

    Google Scholar 

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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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