7055. Pazufloxacin

Nomenclature

CAS number: 127045-41-4
(3S)-10-(1-Aminocyclopropyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid; T-3761.
C16H15FN2O4; mol wt 318.30.
C 60.37%, H 4.75%, F 5.97%, N 8.80%, O 20.11%.

Description and references

Fluorinated quinolone. Prepn: H. Narita et al., DE 3913245; eidem, US 4990508 (1989, 1991 both to Toyama). Synthesis: Y. Todo et al., Chem. Pharm. Bull. 42, 2569 (1994). Antimicrobial activity: Y. Fukuoka et al., Antimicrob. Agents Chemother. 37, 384 (1993).

Chemical structure

Properties

Crystals, mp 269-271.5°. [α]D25 -88.0° (c = 0.5 in 0.05N aq NaOH). LD50 i.v. in male mice: >500 mg/kg (Todo).

Derivative

Methanesulfonate.

Nomenclature

CAS number: 163680-77-1
Pazufloxacin mesylate; T-3762.
C16H15FN2O4.CH3SO3H; mol wt 414.41.
C 49.27%, H 4.62%, F 4.58%, N 6.76%, O 27.03%, S 7.74%.

Properties

Colorless prisms, mp 258-259°(dec). [α]D20 -64.2° (c = 1 in 1.0N NaOH). Soly (25°) in water >200 mg/ml.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Synthetic); Quinolones and Analogs