4545. Grepafloxacin

Nomenclature

CAS number: 119914-60-2
1-Cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid.
C19H22FN3O3; mol wt 359.39.
C 63.50%, H 6.17%, F 5.29%, N 11.69%, O 13.36%.

Description and references

Fluorinated quinolone antibacterial. Prepn: J. M. Domagala et al., WO 8906649; eidem, US 4920120 (1989, 1990 both to Warner-Lambert); S. E. Hagen et al., J. Med. Chem. 34, 1155 (1991). Comparative in vitro activity: F. Marco et al., J. Antimicrob. Chemother. 33, 647 (1994); R. C. Arduino et al., ibid. 34, 403. HPLC determn in human bronchoalveolar lavage samples: J. M. Woodcock et al., FEMS Microbiol. Lett. 119, 315 (1994). Clinical pharmacokinetics: J. Child et al., Antimicrob. Agents Chemother. 39, 513 (1995). Tissue concentration in lung: P. J. Cook et al., J. Antimicrob. Chemother. 35, 317 (1995). Review of pharmacology and clinical trials: A. J. Wagstaff, J. A. Balfour, Drugs 53, 817-824 (1997).

Chemical structure

Derivative

Dihydrate.

Properties

mp 190-192°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 161967-81-3
OPC-17116; Raxar (Glaxo Wellcome).
C19H22FN3O3.HCl; mol wt 395.86.
C 57.65%, H 5.86%, F 4.80%, N 10.61%, O 12.13%, Cl 8.96%.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Synthetic); Quinolones and Analogs