3770. Ethyl Biscoumacetate

Nomenclature

CAS number: 548-00-5
4-Hydroxy-α-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-2-oxo-2H-1-benzopyran-3-acetic acid ethyl ester; bis(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)acetic acid ethyl ester; ethyl bis(4-hydroxycoumarinyl)acetate; ethyldicoumarol acetate; bis-3,3′-(4-hydroxycumarinyl)acetic acid ethyl ester; 3,3′-carboxymethylene bis(4-hydroxycoumarin)ethyl ester; ethyl 4,4′-dihydroxydicoumarinyl-3,3′-acetate; B.O.E.A.; Dicumacyl; Pelentan; Stabilene (Auclair); Tromexan (Novartis).
C22H16O8; mol wt 408.36.
C 64.71%, H 3.95%, O 31.34%.

Description and references

Prepn: Rosicky, Cas. Lek. Cesk. 83, 1200 (1944); US 2482510; US 2482511; US 2482512 (all 1949 to Spojené farm. zovody); Stahmann et al., J. Am. Chem. Soc. 65, 2285 sqq (1943). Toxicity study: C. M. Gruber et al., Fed. Proc. 10, 303 (1951).

Chemical structure

Properties

Crystals, dimorphous, mp 177-182° and mp 154-157°. Bitter, persistent taste. Practically insol in water. Sol in 20 parts acetone, also sol in benzene. Slightly sol in alcohol, ether. LD50 in mice, rats (g/kg): 0.88, 0.26 orally; 0.32, 1.1 i.p. (Gruber).

Therapeutic Category

Anticoagulant.

Keywords

Anticoagulant