Title: Suprofen
CAS Registry Number: 40828-46-4
CAS Name: a-Methyl-4-(2-thienylcarbonyl)benzeneacetic acid
Additional Names: p-(2-thenoyl)hydratropic acid; sutoprofen
Manufacturers' Codes: R-25061
Trademarks: Masterfen (Domp?; Srendam (Kayaku); Sulprotin (Taiyo); Supranol (Cilag); Suprocil (Cilag); Suprol (Cilag); Topalgic (Nippon Shoji)
Molecular Formula: C14H12O3S
Molecular Weight: 260.31
Percent Composition: C 64.60%, H 4.65%, O 18.44%, S 12.32%
Literature References: Prostaglandin biosynthesis inhibitor. Prepn: P. A. Janssen et al., DE 2353357; eidem, US 4035376 (1974, 1977 both to Janssen); P. G. H. Van Daele et al., Arzneim.-Forsch. 25, 1495 (1975). Pharmacology: C. J. E. Niemegeers et al., ibid., 1537. HPLC determn in plasma and urine: H. Muller et al., ibid. 32, 257 (1982). Series of articles on pharmacology, toxicology and clinical trials: ibid. 25, 1501-1542 (1975); ibid. 33, 1322-1338 (1983); on pharmacology, efficacy and safety: Pharmacology 27, Suppl. 1, 1-96 (1983); on pharmacokinetics and clinical efficacy: Arzneim.-Forsch. 35, 738-759 (1985); ibid. 36, 941-971 (1986).
Properties: White to slightly yellow microcryst powder, mp 124.3°. pKa 3.91. uv max (0.01N HCl-90% 2-propanol): 266, 292 nm (e 15700, 15600). Freely sol in methanol, ethanol, chloroform, acetone, polyethylene glycol, 1.0N NaOH. Sol in ether. Slightly sol in 0.1N NaOH. Practically insol in n-hexane. Very slightly sol in water. LD50 (7 days post-drug) in mice, rats, guinea pigs, dogs (mg/kg): 590, 353, 280, 160 orally (Niemegeers).
Melting point: mp 124.3°
pKa: pKa 3.91
Absorption maximum: uv max (0.01N HCl-90% 2-propanol): 266, 292 nm (e 15700, 15600)
Toxicity data: LD50 (7 days post-drug) in mice, rats, guinea pigs, dogs (mg/kg): 590, 353, 280, 160 orally (Niemegeers)
Therap-Cat: Anti-inflammatory; analgesic.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives. |