Orbifloxacin
Title: Orbifloxacin
CAS Registry Number: 113617-63-3
CAS Name: rel-1-Cyclopropyl-7-[(3R,5S)-3,5-dimethyl-1-piperazinyl]-5,6,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
Additional Names: 1-cyclopropyl-5,6,8-trifluoro-(cis-3,5-dimethyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
Manufacturers' Codes: CP-104594
Trademarks: Orbax (Schering-Plough)
Molecular Formula: C19H20F3N3O3
Molecular Weight: 395.38
Percent Composition: C 57.72%, H 5.10%, F 14.42%, N 10.63%, O 12.14%
Literature References: Fluorinated quinoline antibacterial. Prepn: J. Matsumoto et al., EP 242789; eidem, US 4886810 (1987, 1989 both to Dainippon). In vitro activity vs Staphylococcus intermedius: J.-P. Ganière et al., Res. Vet. Sci. 77, 67 (2004). Photodegradation kinetics: T. Morimura et al., Chem. Pharm. Bull. 43, 1000 (1995). Pharmacokinetics in mares: G. R. Haines et al., Can. J. Vet. Res. 65, 181 (2001). HPLC determn in rabbit plasma: M. A. Garcia et al., J. Chromatogr. Sci. 37, 199 (1999); LC/fluorescence/MS determn in eggs: M. J. Schneider, D. J. Donoghue, Anal. Chim. Acta 483, 39 (2003). Localization of drug to diseased skin: P. A. Kay-Mugford et al., Vet. Ther. 3, 1 (2002). Review of veterinary use in Japan: S. Nakamura, Drugs 49, Suppl. 2, 152-158 (1995); of use in companion animals: R. D. Walker, Aust. Vet. J. 78, 84-90 (2000).
Properties: Crystals from chlororform-ethanol, mp 259-260°. pKa1: 5.60; pKa2 8.90.
Melting point: mp 259-260°
pKa: pKa1: 5.60; pKa2 8.90
Therap-Cat-Vet: Antibacterial.

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