Structural Formula Vector Image
Title: Dantrolene
CAS Registry Number: 7261-97-4
CAS Name: 1-[[[5-(4-Nitrophenyl)-2-furanyl]methylene]amino]-2,4-imidazolidinedione
Additional Names: 1-[[5-(p-nitrophenyl)furfurylidene]amino]hydantoin
Molecular Formula: C14H10N4O5
Molecular Weight: 314.25
Percent Composition: C 53.51%, H 3.21%, N 17.83%, O 25.46%
Literature References: Direct acting skeletal muscle relaxant; probably inhibits the release of calcium from the sarcoplasmic reticulum of skeletal muscle. Prepn: NL 6612588; Davis, Snyder, US 3415821 (1967, 1968 both to Norwich Pharmacal); Snyder et al., J. Med. Chem. 10, 807 (1967); Frimm et al., Chem. Zvesti 23, 916 (1969). HPLC determn in plasma: M. Lalande et al., J. Chromatogr. 430, 187 (1988). Toxicity data: K. O. Ellis et al., J. Pharm. Sci. 69, 327 (1980). Review of pharmacology: G. G. Harrison, Br. J. Anaesth. 60, 279 (1988); and therapeutic use: A. Ward et al., Drugs 32, 130-168 (1986). Review of efficacy in malignant hyperthermia: R. Ben Abraham et al., Q. J. Med. 90, 13-18 (1997).
Properties: Crystals from aqueous DMF, mp 279-280°.
Melting point: mp 279-280°
Derivative Type: Sodium salt hemiheptahydrate
CAS Registry Number: 24868-20-0; 14663-23-1 (anhydrous)
Manufacturers' Codes: F-440
Trademarks: Dantamacrin (Procter & Gamble); Dantrium (Procter & Gamble)
Molecular Formula: C14H9N4NaO5.3½H2O
Molecular Weight: 399.29
Percent Composition: C 42.11%, H 4.04%, N 14.03%, Na 5.76%, O 34.06%
Properties: Orange powder. Slightly soluble in water; more sol in alkaline soln. LD50 (calculated as base) orally in mice: 1110 mg/kg (Ellis).
Toxicity data: LD50 (calculated as base) orally in mice: 1110 mg/kg (Ellis)
Therap-Cat: Muscle relaxant (skeletal); in treatment of malignant hyperthermia.
Keywords: Muscle Relaxant (Skeletal).

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