Title: Diflunisal
CAS Registry Number: 22494-42-4
CAS Name: 2¢,4¢-Difluoro-4-hydroxy-[1,1¢-biphenyl]-3-carboxylic acid
Additional Names: 2¢,4¢-difluoro-4-hydroxy-3-biphenylcarboxylic acid; 2¢,4¢-difluoro-4-hydroxy-[1¢,1-diphenyl]-3-carboxylic acid; 2-(hydroxy)-5-(2,4-difluorophenyl)benzoic acid; 5-(2,4-difluorophenyl)salicylic acid
Manufacturers' Codes: MK-647
Trademarks: Adomal (Malesci); Difludol (Edmond); Dolisal (Merck & Co.); Dolobid (Merck & Co.); Dolobis (Merck & Co.); Flovacil (Andromaco); Fluniget (Merck & Co.); Fluodonil (Pirri); Flustar (Firma)
Molecular Formula: C13H8F2O3
Molecular Weight: 250.20
Percent Composition: C 62.41%, H 3.22%, F 15.19%, O 19.18%
Literature References: Prepn: W. V. Ruyle et al., ZA 6701021; eidem, FR 1522570; eidem, US 3714226 (1968, 1968, 1973, all to Merck & Co.); J. Hannah et al., J. Med. Chem. 21, 1093 (1978). Metabolism: P. J. DeSchepper et al., Br. J. Clin. Pharmacol. 4, 645P (1977). Clinical studies: J. A. Wojtulewski et al., Curr. Med. Res. Opin. 5, 562 (1978); J. A. Hicklin, ibid. 572; in sickle cell anemia: E. A. Oyewo, Clin. Trials J. 24, 249 (1987). Review of chemistry, pharmacology, clinical pharmacology: S. L. Steelman et al., ibid. 506-514. Comprehensive description: M. Cotton, R. A. Hux, Anal. Profiles Drug Subs. 14, 491-526 (1985). Review: Br. J. Clin. Pharmacol. 4, Suppl. 1, 1S-52S (1977); C. A. Winter et al., in Pharmacological and Biochemical Properties of Drug Substances vol. 3, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1981) pp 291-323. Comprehensive review of pharmacological properties and therapeutic use in pain: R. N. Brogden et al., Drugs 19, 84-106 (1980); Pharmacotherapy 3, no. 2, pt. 2, 1S-82S (1983).
Properties: Crystals from toluene, mp 210-211°. Sparingly sol in water. LD50 orally in female mice: 439 mg/kg (Stone).
Melting point: mp 210-211°
Toxicity data: LD50 orally in female mice: 439 mg/kg (Stone)
Therap-Cat: Analgesic; anti-inflammatory.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Salicylic Acid Derivatives. |