Nomenclature
CAS number: 91618-36-9
9-Fluoro-6,7-dihydro-5,8-dimethyl-1-oxo-1
H,5
H-benzo[
ij]quinolizine-2-carboxylic acid; R-835; S-25930.
C
15H
14FNO
3; mol wt 275.27.
C 65.45%, H 5.13%, F 6.90%, N 5.09%, O 17.44%.
Description and references
Tricyclic fluorinated quinolone-type antibacterial;
related to flumequine, q.v. Prepn: R. M. Stern, EP 109284; idem, US 4472405 (both 1984 to Riker Labs.). Antimicrobial
spectrum: L. J. V. Piddock et al., Eur. J. Clin. Microbiol. 5, 303 (1986); K.
V. I. Rolston et al., Eur. J. Clin.
Microbiol. Infect. Dis. 7, 681 (1988). Synthesis,
absolute configuration and antibacterial activity of enantiomers:
J. F. Gerster et al., J. Med.
Chem. 30, 839 (1987).
Properties
Off-white solid, mp 269-272°.Derivative
S-Form.
Properties
Colorless crystals from DMF, mp 274-276°. [α]D 107.4° (c = 0.1109 g/10mL in
dichloroethane).Derivative
R-Form.
Properties
Colorless crystals from DMF, mp 274-276°. [α]D +106.8° (c = 0.1165 g/10mL in
dichloroethane).Therapeutic Category (Veterinary)
Antibacterial.