4099. Fleroxacin

Nomenclature

CAS number: 79660-72-3
6,8-Difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid; AM-833; Ro-23-6240; Megalocin (Roche); Megalone (Roche); Quinodis (Roche).
C17H18F3N3O3; mol wt 369.34.
C 55.28%, H 4.91%, F 15.43%, N 11.38%, O 13.00%.

Description and references

Fluorinated quinolone antibacterial. Prepn: BE 887574; T. Irikura et al., US 4398029 (1981, 1983 both to Kyorin). Antibacterial spectrum in vitro and in vivo: K. Hirai et al., Antimicrob. Agents Chemother. 29, 1059 (1986). In vitro activity vs anaerobic bacteria: J. Wüst, U. Hardegger, Eur. J. Clin. Microbiol. 6, 688 (1987). HPLC determn in biological fluids: H. Kusajima et al., J. Chromatogr. 381, 137 (1986). Pharmacokinetics and bioavailability: E. Weidekamm et al., Antimicrob. Agents Chemother. 31, 1909 (1987). Preliminary clinical evaluation in gonorrhea: J. B. J. Boerema et al., J. Antimicrob. Chemother. 21, 140 (1988).

Chemical structure

Derivative

Hydrochloride.
C17H18F3N3O3.HCl; mol wt 405.80.
C 50.32%, H 4.72%, F 14.05%, N 10.35%, O 11.83%, Cl 8.74%.

Properties

Crystals from water, mp 269-271° (dec).

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Synthetic); Quinolones and Analogs