6345. Nadifloxacin

Nomenclature

CAS number: 124858-35-1
9-Fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidinyl)-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid; jinofloxacin; OPC-7251; Acuatim (Otsuka).
C19H21FN2O4; mol wt 360.38.
C 63.32%, H 5.87%, F 5.27%, N 7.77%, O 17.76%.

Description and references

Fluorinated quinolone antibacterial. Prepn: H. Ishikawa et al., BE 891046; eidem, US 4399134 (1982, 1983 both to Otsuka); eidem, Chem. Pharm. Bull. 37, 2103 (1989). Toxicity data: K. Hashimoto et al., Iyakuhin Kenkyu 21, 671 (1990), C.A. 114, 156625r (1991). In vitro antibacterial activity: K. Vogt et al., Eur. J. Clin. Microbiol. Infect. Dis. 11, 943 (1992). HPLC determn: M. Koike et al., J. Chromatogr. 526, 235 (1990). Clinical trial in treatment of acne: I. Kurokawa et al., J. Am. Acad. Dermatol. 25, 674 (1991).

Chemical structure

Properties

Colorless prisms from EtOH-H2O, mp 245-247° (dec). LD50 male, female mice and rats (mg/kg): 376.5, 420.6, 225.7, 240.5 i.v. (Hashimoto).

Therapeutic Category

Antibacterial (topical).

Keywords

Antibacterial (Synthetic); Quinolones and Analogs