Identification | Back Directory | [Name]
Ethyl Biscoumacetate | [CAS]
548-00-5 | [Synonyms]
Trombil Pelentan Trombarin Trombolysan Ethyl Biscoumacetate DI(4-oxi-cymarinyl-3) Ethyl Biscoumacetate USP/EP/BP ethyl bis(4-hydroxy-2-oxo-2H-chromen-3-yl)acetate ethyl 2,2-bis(2-hydroxy-4-oxochromen-3-yl)acetate ethyl 2,2-bis(2-hydroxy-4-oxo-chromen-3-yl)ethanoate 2,2-bis(2-hydroxy-4-keto-chromen-3-yl)acetic acid ethyl ester 2H-1-Benzopyran-3-acetic acid, 4-hydroxy-α-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-2-oxo-, ethyl ester | [EINECS(EC#)]
208-940-5 | [Molecular Formula]
C22H16O8 | [MOL File]
548-00-5.mol | [Molecular Weight]
408.36 |
Chemical Properties | Back Directory | [Definition]
A synthetic derivative of bishydroxycoumarin. | [Appearance]
White, crystalline solid; odorless; bitter
taste.Soluble in acetone and benzene; slightly soluble in alcohol and ether; insoluble in water. | [Melting point ]
177-182° and mp 154-157° | [Boiling point ]
448.92°C (rough estimate) | [density ]
1.3259 (rough estimate) | [refractive index ]
1.4480 (estimate) | [pka]
pKa 7.5 (Uncertain) | [Water Solubility ]
54.31mg/L(temperature not stated) |
Hazard Information | Back Directory | [Chemical Properties]
White, crystalline solid; odorless; bitter
taste.Soluble in acetone and benzene; slightly soluble in alcohol and ether; insoluble in water. | [Uses]
Medicine (anticoagulant). | [Originator]
Tromexan,Geigy,US,1950 | [Manufacturing Process]
7 g of benzotetronic acid are dissolved in 750 cc of water at boiling
temperature and there after 10.5 g of glyoxylic acid ethyl ester ethyl
alcoholate are added. After a short while the liquid becomes turbid and
gradually a white deposit is separated. The deposit is filtrated and dried in
vacuo. The melting point is 172°C to 174°C; after recrystallization from
methyl alcohol 153°C to 154°C. The crude product is dissolved in sodium lye, filtrated by means of animal
charcoal precipitated by means of hydrochloric acid, and recrystallized from
methyl alcohol. The melting point is 153°C to 154°C. | [Therapeutic Function]
Anticoagulant | [Synthesis]
Ethyl biscoumacetate, the ethyl ester of bis-(4-hydroxy-
3-coumarinyl)-acetic acid (24.1.9), is synthesized analogously from 4-hydroxycoumarine,
but using ethylglyoxylate, its semiacetal or glyoxylic acid instead of formaldehyde. |
Safety Data | Back Directory | [RIDADR ]
2811 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Toxicity]
LD50 in mice, rats (g/kg): 0.88, 0.26 orally; 0.32, 1.1 i.p. (Gruber) |
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