Dicoumarol

• Catalog No.: Bio-0616
• CAS Number: 66-76-2
• M. F.: C19H12O6
• M. W.: 336.29498

SYNONYMS

• IUPAC name: 4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2H-chromen-2-one
• IUPAC Traditional name: 4-hydroxy-3-[(4-hydroxy-2-oxo-2H-chromen-3-yl)methyl]-2H-chromen-2-one
• Synonyms: Cumid; Melitoxin; Bishydroxycoumarin; Dicoumarin; Dicumarol; Dufalone

DATABASE IDS

• CAS Number: 66-76-2

PROPERTIES

• Application(s): Orally active anticoagulant
• Application(s): Haemorrhagic agent causing ``sweet clover'' disease in cattle
• Application(s): Antibacterial agent
• Application(s): Anticoagulant
• Biological Source: Isol. from Melilotus alba and Anthoxanthum spp.
• Mechanism of Action: Vitamin K antagonist
• Mechanism of Action: Interferes with synthesis of vitamin K dependent clotting-factors
• Mechanism of Action: Depletes clotting factor-IX
• Mechanism of Action: Depletes clotting factor-VII
• Mechanism of Action: depletes clotting factor-X
• Mechanism of Action: Depletes prothrombin

REFERENCES

• Hutchinson, D.W. et al., Tetrahedron, 1969, 25, 2531, (ir, pmr, struct)
• Levy, G., J. Pharmacokinet. Biopharm., 1973, 1, 541, (rev)
• Owen, C.A., Mayo Clin. Proc., 1974, 49, 912, (rev, pharmacol)
• Kirkiacharian, B.S. et al., C. R. Hebd. Seances Acad. Sci. Ser. C, 1977, 284, 697, (cmr)
• Alcock, N.W. et al., Acta Cryst. B, 1978, 28, 1957, (cryst struct)
• Murray, R.D.H. et al., The Natural Coumarins, J. Wiley, 1982, 271, (biochem)
• Hayward, R.C., J. Chem. Educ., 1984, 61, 87, (synth)
• Griminger, P., J. Nutr., 1987, 117, 1325, (rev)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 5099
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 225
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BJZ000
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 325A, (ir)
• Stahmann, M.A. et al., J. Biol. Chem., 1941, 138, 21; 513; 529, (isol, synth, uv)
• Wittmann, H. et al., Monatsh. Chem., 1965, 96, 1200, (synth)
• Korenmann, I.M. et al., Zh. Anal. Khim., 1967, 22, 1305, (use)