Structural Formula Vector Image
Title: Dicumarol
CAS Registry Number: 66-76-2
CAS Name: 3,3¢-Methylenebis[4-hydroxy-2H-1-benzopyran-2-one]
Additional Names: 3,3¢-methylenebis[4-hydroxycoumarin]; bishydroxycoumarin (rescinded)
Trademarks: Dicoumarol; Dicoumarin; Dicumol; Melitoxin
Molecular Formula: C19H12O6
Molecular Weight: 336.29
Percent Composition: C 67.86%, H 3.60%, O 28.55%
Literature References: Originally isolated from spoiled sweet clover (improperly cured Melilotus hay): Link et al., J. Biol. Chem. 138, 21, 513, 529 (1941); 142, 941 (1942); now prepd synthetically by the action of formaldehyde on 4-hydroxycoumarin (obtained as the Na derivative by the action of sodium metal on methyl acetylsalicylate): Link, Fed. Proc. 4, 176 (1945), and patents (The Wisconsin Alumni Res. Found.). Toxicity data: Rose et al., Proc. Soc. Exp. Biol. Med. 50, 228 (1942).
Properties: Minute crystals. Slight pleasant odor. Has a slightly bitter taste. mp 287-293°. Sol in aq alkaline solns, in pyridine and similar organic bases. Slightly sol in benzene and chloroform. Practically insol in water, alcohol, ether. LD50 orally in rats: 541.6 mg/kg (Rose).
Melting point: mp 287-293°
Toxicity data: LD50 orally in rats: 541.6 mg/kg (Rose)
Therap-Cat: Anticoagulant.
Keywords: Anticoagulant.

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