Sitafloxacin

For research use only. Not for therapeutic Use.

  • CAT Number: I009498
  • CAS Number: 127254-12-0
  • Molecular Formula: C19H18ClF2N3O3
  • Molecular Weight: 409.81
  • Purity: ≥95%
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Sitafloxacin(Cat No.:I009498)is a broad-spectrum fluoroquinolone antibiotic used to treat various bacterial infections. It works by inhibiting bacterial DNA gyrase and topoisomerase IV, enzymes essential for DNA replication and repair. This action prevents bacterial cell division, effectively eliminating the infection. Sitafloxacin demonstrates potent activity against Gram-negative and Gram-positive pathogens, including multi-drug resistant strains. It is commonly prescribed for respiratory tract infections, urinary tract infections, and skin infections. Due to its enhanced antibacterial profile, Sitafloxacin is considered a valuable option in combating difficult-to-treat infections.


Catalog Number I009498
CAS Number 127254-12-0
Synonyms

DU 6859; DU-6859; DU6859; DU 6859A; DU-6859A; DU6859A; Sitafloxacin; Sitafloxacin hydrate, Sitafloxacin anhydrous, Trade name: Gracevit.;7-((S)-7-amino-5-azaspiro[2.4]heptan-5-yl)-8-chloro-6-fluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroqui

Molecular Formula C19H18ClF2N3O3
Purity ≥95%
Target Type II DNA topoisomerase
Solubility Soluble in DMSO
Storage RT
IUPAC Name 7-[(7S)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid
InChI InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)/t10-,12+,13+/m0/s1
InChIKey PNUZDKCDAWUEGK-CYZMBNFOSA-N
SMILES C1CC12CN(C[C@H]2N)C3=C(C=C4C(=C3Cl)N(C=C(C4=O)C(=O)O)[C@@H]5C[C@@H]5F)F
Reference

1. Drugs Today (Barc). 2008 Jul;44(7):489-501. doi: 10.1358/dot.2008.44.7.1219561.
<br>
Sitafloxacin hydrate for bacterial infections.
<br>
Anderson DL(1).
<br>
Author information: <br>
(1)Medical Information Department, Prous Science, Barcelona, Spain.
[email protected]
<br>
Sitafloxacin hydrate (DU-6859a, Gracevit), a new-generation, broad-spectrum oral
fluoroquinolone that is very active against many Gram-positive, Gram-negative and
anaerobic clinical isolates, including strains resistant to other
fluoroquinolones, was recently approved in Japan for the treatment of respiratory
and urinary tract infections. Sitafloxacin is active against
methicillin-resistant staphylococci, Streptococcus pneumoniae and other
streptococci with reduced susceptibility to levofloxacin and other quinolones and
enterococci. Sitafloxacin has also demonstrated activity against clinical
isolates of Klebsiella pneumoniae (including about 67% of strains producing
extended-spectrum, beta-lactamases and resistant to ciprofloxacin), Enterobacter
cloacae, Pseudomonas aeruginosa with some activity against quinolone-resistant
strains and Acinetobacter baumannii. The in vitro activity against anaerobes is
comparable to imipenem or metronidazole. In a published phase II randomized,
open-label, multicenter study of patients hospitalized with pneumonia,
sitafloxacin (400 mg once daily) was comparable to imipenem/cilastatin (500 mg
three times a day). Results of the phase III trials of sitafloxacin are not
available in English. The clinical safety profile of sitafloxacin has been
characterized from 1,059 patients who participated in 10 clinical trials. The
most common events with 50 or 100 mg twice daily were gastrointestinal disorders
(17.2%), mostly diarrhea, and abnormal laboratory test results (16.2%), mostly
liver enzyme elevations. For Japanese patients, sitafloxacin provides the
broad-spectrum coverage promised by clinafloxacin and trovafloxacin and
comparable to carbapenems. While it is currently limited by its potential for
phototoxicity in Caucasians, phototoxicity is essentially irrelevant if
sitafloxacin is used in hospitals and especially in intensive care units.

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