| Identification | More | [Name]
Pefloxacin | [CAS]
70458-92-3 | [Synonyms]
1-ETHYL-6-FLUORO-1,4-DIHYDRO-7-(4-METHYL-1-PIPERAZINYL-4-OXO-3-QUINOLINE CARBOXYLIC ACID) METHANE SULPHONATE DIHYDRATE
1-ETHYL-6-FLUORO-7-(4-METHYLPIPERAZIN-1-YL)-4-OXO-QUINOLINE-3-CARBOXYLIC ACID
EU-5306
PEFLOXACIN
PEFLOXACINE MESYLATE DIHYDRATE
PEFLOXACINE METHANSULFONATE DIHYDRATE
PEFLOXACIN MESYLATE
PEFLOXACIN MESYLATE DIHYDRATE
PEFLOXACIN METHANESULFONATE
PEFLOXACIN METHANE SULFONATE DIHYDRATE
PERFLOXACINE
RB-1589
1584rb
1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-methyl-1-piperazinyl)-3-quinolinecar
3-quinolinecarboxylicacid,1,4-dihydro-1-ethyl-6-fluoro-7-(4-methyl-1-piperazi
am725
am-725
nyl)-4-oxo-
pefloxacine
peflacin | [EINECS(EC#)]
274-611-8 | [Molecular Formula]
C18H28FN3O8S | [MDL Number]
MFCD01685696 | [Molecular Weight]
465.49 | [MOL File]
70458-92-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
270-272° (dec) | [Boiling point ]
529.1±50.0 °C(Predicted) | [density ]
1.320±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
0.16±0.20(Predicted) | [color ]
White to Off-White | [CAS DataBase Reference]
70458-92-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
antibacterial;DNA gyrase inhibitor | [Definition]
ChEBI: A quinolone that is 4-oxo-1,4-dihydroquinoline which is substituted at positions 1, 3, 6 and 7 by ethyl, carboxy, fluorine, and 4-methylpiperazin-1-yl groups, respectively. | [Pharmaceutical Applications]
A 6-fluoro, 7-piperazinyl quinoline available for oral and intravenous administration. The in-vitro activity is very similar to that of norfloxacin . It is active against H. ducreyi, V. cholerae and Legionella spp., but Campylobacter and Acinetobacter spp. and pseudomonads are not susceptible. It has poor activity against pneumococci, chlamydiae, mycoplasmas and ureaplasmas. L. monocytogenes, Nocardia spp. and anaerobes are resistant.
A plasma concentration of c. 5 mg/L is achieved 1–1.5 h after a 400 mg oral dose. The plasma elimination half-life is 8.5–15 h. It is widely distributed, concentrations in bone, brain, blister fluid, CSF, saliva, sputum and prostate all approximating, and in some cases exceeding, the simultaneous plasma concentration. It is extensively metabolized to the desmethyl (= norfloxacin) and N-oxide derivatives. Some 60–70% of a dose, only about 10% of which is unchanged, appears in the urine; 25% of a dose appears in the feces, a small part contributed by elimination in the bile.
The half-life increases with hepatic impairment, but is virtually unaffected by renal failure. In patients on continuous ambulatory peritoneal dialysis (CAPD) given 800 mg followed by 400 mg every 12 h for 10–12 days, there was no significant accumulation of pefloxacin or its metabolite, norfloxacin, but concentrations of pefloxacin N-oxide rose continuously in plasma and dialysate; all concentrations fell rapidly when treatment was discontinued.
Adverse reactions are those common to the group . Most common are gastrointestinal tract disturbances, although some typical CNS reactions have been encountered. Skin eruptions (some photosensitive) occur and rashes appeared in about one-third of a group of patients who were given longterm therapy. Clinical uses are similar to those of ofloxacin. | [storage]
Store at -20°C |
| Safety Data | Back Directory | [Toxicity]
LD50 in mice (mg/kg): 225 i.v., 1000 orally; in rats (g/kg): 1.5 i.p., 2.5 orally (Goueffon) |
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