13-02591. Coumetarol [Archived]

Nomenclature

CAS number: 4366-18-1
3,3′-(2-Methoxyethylidene)bis[4-hydroxy-2H-1-benzopyran-2-one]; 3,3′-(2-methoxyethylidene)bis[4-hydroxycoumarin]; 1-methoxy-2,2-bis[4-hydroxy-3-coumarinyl]ethane; 4,4′-dihydroxy-3,3′-(2-methoxyethylidene)dicoumarin; 2,2-bis[4′-hydroxy-3′-coumarinyl]ethyl methyl ether; cumetharol; cumethoxaethane; PH-137; Dicoumoxyl (Labaz); Dicumoxane (Boots).
C21H16O7; mol wt 380.35.
C 66.31%, H 4.24%, O 29.45%.

Description and references

Prepn: Veldstra et al., Rec. Trav. Chim. 72, 358 (1953); GB 736388 and NL 80005 (both 1955 to N. V. Amsterdamsche Chininefabriek), C.A. 50, 10795a, 16874b (1956). Stereodynamics: Laruelle, Tetrahedron Lett. 1970, 2235. Has antivitamin K action. Activity studies: de Jongh, Kok, Arch. Int. Pharmacodyn. 94, 470 (1953); Gilgenkrantz et al., Ann. Med. Nancy 3, 115 (1964). Series of articles on clinical studies: Hutinel, Lyon Med. 23, 1569-1604 (1964).

Chemical structure

Properties

Crystals from ethanol or methanol, mp 156-157°.

Therapeutic Category

Anticoagulant.

Keywords

Anticoagulant

Status

This monograph has been retired and is no longer subject to revision or update.