Nadifloxacin

• (± )-9 -fluoro- 8 -(4- hydroxypiperidino ) - 5 -methyl-1 -oxo -6 ,7- dihydro-1H, 5H -benzo [ ij] quinolizine - 2-carboxylic acid (IUPAC)
• (RS )-9 -fluoro- 8 -(4- hydroxypiperidino ) - 5 -methyl-1 -oxo -6 ,7- dihydro-1H, 5H -benzo [ ij] quinolizine - 2-carboxylic acid
• Rac -9 -fluoro- 8 -(4- hydroxypiperidino ) - 5 -methyl-1 -oxo -6 ,7- dihydro-1H, 5H -benzo [ ij] quinolizine - 2-carboxylic acid
• Nadifloxacinum (Latin )

D10AF

Colorless prisms ( from ethanol water)

Fluoroquinolone antibiotics

Gyrase inhibitors

245-247 ° C ( decomposition)

376.5 mg · kg -1 ( LD50, mouse, i.v.)

Template: Infobox chemical / molecular formula search available

Nadifloxacin (trade name: Nadixa ®) is an antimicrobial substance ( antibiotic), belongs to the group of fluoroquinolones ( gyrase inhibitors ). Nadifloxacin is present as a racemate and has a benzo ( ij ) quinolizine skeleton with a fluorine atom at the 9 position and an N- Hydroxypiperizinmolekül at the 8 position.

Mechanism of Action

Nadifloxacin causes inhibition of DNA - fold by the DNA gyrase. Gyrase is an enzyme, and allows the placement of the child throughout the DNA strand of a bacterium in a bacterial cell. Gyrase done while the twisting of the DNA strand by opening and closing of the cord, so that not the entire string must rotate. In a Gyrasehemmung the open for twisting strand can not close it again. The replication of the cell is disrupted. The bacterium dies.

In various studies Nadifloxacin shows in vitro and in vivo against a wide range of gram positive and gram negative bacteria including anaerobes ( Propionibacterium acnes ) its effectiveness. The exact extent of absorption of nadifloxacin cream after topical application varies from acne to diseased skin. A single dose of 10 g of a 1% Nadifloxacin cream that was applied to the back of healthy volunteers, resulted in a mean maximum plasma concentration of 0.54 ng / ml. The mean plasma half-life of Nadifloxacin was 12.7 hours. After repeated administration of 5 g twice daily of a 1% nadifloxacin cream in healthy volunteers over a period of 7 days, the steady- state plasma concentration was reached on day 5. The maximum plasma concentration of 1.34 ng / mL was reached 8 hours after the last application. Over a period of 192 hours on average 0.013 % of the administered dose of Nadifloxacin were recovered in the urine.

After the absorption of both unchanged Nadifloxacin and metabolites were found in urine and faeces. The degree of absorption is dependent on the state of the stratum corneum.

Application

In medicine Nadifloxacin is used in acne vulgaris, folliculitis, sycosis vulgaris, atopic dermatitis and impetigo. Nadifloxacin is applied only topically.

Side effects

Known side effects of Nadifloxacin are itching, papules, contact dermatitis, skin irritation, feeling warm, flushing ( episodic skin flushing ), erythema, urticaria, skin hypopigmentation.

Resistance

In various studies Nadifloxacin showed only a low rate of spontaneous development of resistance compared with older topical antibiotics.