FLURBIPROFEN

FLURBIPROFEN RACEMIC

3-Fluoro-4-phenyl-α-methylphenylacetic acid 1

M.p. 110-113°C (lit.3d 111-113.5°C).

1 H NMR (CDCl3, δ ppm) 7.51-7.55 (m, 2H), 7.49-7.37 (m, 4H), 7.21-7.16 (m, 2H), 3.85-3.78 (q, 1H, J = 7.1 Hz, CH), 1.60-1.57 (d, 3H, J = 7.1 Hz, CH3);

13C NMR (CDCl3 δ ppm) 180.4 (COOH), 161.3 & 158.0 (3-Ar-C), 140.9 & 140.8, 135.4, 130.9 & 130.8 (5-Ar-C), 128.9, 128.4, 128.2 & 128.0 (4-Ar-C), 127.7 (4′-Ar-C), 123.7 & 123.7 (6-Ar-C), 115.5 & 115.2 (2-Ar-C), 44.8 (CH), 18.0 (CH3).

 (d) Sagami Chemical Research Center. Jpn. Kokai Tokkyo Koho JP 8216840, 1982 (Chem. Abstr. 1982, 97: 5996s).

RACEMIC

Flurbiprofen CAS : 5104-49-4 : 2-Fluoro-a-methyl[1,1¢-biphenyl]-4-acetic acid Additional Names: 2-(2-fluoro-4-biphenylyl)propionic acid; 3-fluoro-4-phenylhydratropic acid Manufacturers’ Codes: BTS-18322; U-27182 Trademarks: Adfeed (Lead Chem.); Ansaid (Pfizer); Antadys (Thžamex); Cebutid (Boots); Froben (Boots); Flurofen (Boots); Ocufen (Allergan); Stayban (Boots); Zepolas (Mikasa) Molecular Formula: C15H13FO2 Molecular Weight: 244.26 Percent Composition: C 73.76%, H 5.36%, F 7.78%, O 13.10% Literature References: Prepn: FR M5737; Adams et al., US 3755427 (1968, 1973 both to Boots Co., Ltd.). Pharmacology: Chalmers et al., Ann. Rheum. Dis. 31, 319 (1972); ibid. 32,58 (1973); Glenn et al., Agents Actions 3, 210 (1973); Nishizawa et al.,Thromb. Res. 3, 577 (1973). HPLC determn in urine and plasma: J. M. Hutzler et al., J. Chromatogr. B 749, 119 (2000). Symposium on pharmacokinetics and clinical efficacy in pain management: Am. J. Med. 80, Suppl. 3A, 1-157 (1986). Properties: Crystals from petr ether, mp 110-111°. Slightly sol in water (pH 7.0); readily sol in most polar solvents. Melting point: mp 110-111° Therap-Cat: Anti-inflammatory; analgesic. Pictures of Tamil Nadu, india:   The young acrobat in Madurai The temple in Madurai The temple in Madurai The temple in Madurai The temple in Madurai A brahmin is improving our kharma With a significantly improved kharma The temple in Madurai The blessing goes on – this time, with the elephant The holy monkeys of Madurai The temple in Madurai The temple in Madurai Celebrities are used by the shops in Madurai, too A palace in Madurai Gandhi Rock Fort Temple Rock Fort Temple– Trichy Rock Fort Temple– Trichy Rock Fort Temple– Trichy Tanjore Temple Tanjore Temple Entrance to the Tanjore Temple Tanjore Temple Painting in the Temple of Tanjore Tanjore Temple Tanjore Tanjore Children in Tanjore Tanjore Tamila Advertising Trichy Vishnu’s Temple– Trichy Sexy statues of Trichy Sinful female killer Streets of Trichy Being blessed by the elephant