Title: Bromfenac
CAS Registry Number: 91714-94-2
CAS Name: 2-Amino-3-(4-bromobenzoyl)benzeneacetic acid
Manufacturers' Codes: AHR-10282
Molecular Formula: C15H12BrNO3
Molecular Weight: 334.16
Percent Composition: C 53.91%, H 3.62%, Br 23.91%, N 4.19%, O 14.36%
Literature References: Prostaglandin synthetase inhibitor; analog of amfenac, q.v. Prepn: D. A. Walsh et al., J. Med. Chem. 27, 1379 (1984). See also: R. G. Poser, US 4683242 (1987 to A. H. Robins). HPLC determn in plasma: M. A. Osman et al., J. Chromatogr. 489, 452 (1989). Pharmacology: L. F. Sancilio et al., Arzneim.-Forsch. 37, 513 (1987). Clinical pharmacokinetics: P. Högger, P. Rohdewald, ibid. 43, 1114 (1993). Review: J. S. Wajdula et al. in Nonsteroidal Anti-inflammatory Drugs, A. J. Lewis, D. E. Furst, Eds. (Marcel Dekker, Inc., New York, 1994) 267-284. Evaluation of hepatotoxicity: R. J. Fontana et al., Liver Transpl. Surg. 5, 480 (1999). Clinical trial in allergic conjunctivitis: M. Miyake-Kashima et al., Jpn. J. Ophthalmol. 48, 587 (2004).
Derivative Type: Monosodium salt sesquihydrate
CAS Registry Number: 120638-55-3; 91714-93-1 (monosodium salt)
Manufacturers' Codes: AHR-10282B
Trademarks: Duract; Xibrom (ISTA)
Molecular Formula: C15H11BrNNaO3.1½H2O
Molecular Weight: 365.15
Percent Composition: C 49.34%, H 3.31%, Br 21.88%, N 3.84%, Na 6.30%, O 15.34%
Properties: Bright orange-yellow crystalline powder, mp 284-286° (dec). pKa 4.29. Sol in water, methanol, dilute base. Insol in chloroform, dilute acid.
Melting point: mp 284-286° (dec)
pKa: pKa 4.29
Therap-Cat: Anti-inflammatory (ophthalmic).
Keywords: Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives. |