A fluoroquinolone antibiotic
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Sitafloxacin

Item No. 32949

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
CAS Number
127254-12-0
Synonyms
  • DU6859a
  • DU-6859
Molecular Formula
C19H18ClF2N3O3
Formula Weight
409.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: slightly solubleDMSO: slightly solubleMethanol: slightly soluble
λmax
296 nm
SMILES
FC1=C(N2C[C@@H](N)C3(CC3)C2)C(Cl)=C4C(C(C(C(O)=O)=CN4[C@H]5[C@@H](F)C5)=O)=C1
InChi Code
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
InChi Key
PNUZDKCDAWUEGK-CYZMBNFOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Sitafloxacin is a fluoroquinolone antibiotic.1 It is active against a panel of clinical isolates from a variety of bacterial species (MIC50s = ≤0.006-1.56 µg/ml), including methicillin-resistant strains of S. aureus and S. epidermidis and ofloxacin-resistant P. aeruginosa (MIC50s = 0.025-6.25 µg/ml).1 Sitafloxacin inhibits S. pneumoniae DNA gyrase supercoiling activity and topoisomerase IV DNA decatenation (IC50s = 4.38 and 3.12 mg/L, respectively) and M. tuberculosis DNA gyrase supercoiling activity (IC50 = 1.67 mg/L).2,3 It decreases the number of colony forming units (CFUs) in the lung and spleen in a mouse model of M. avium infection.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakane, T., Iyobe, S., Sato, K., et al. In vitro antibacterial activity of DU-6859a, a new fluoroquinolone. Antimicrob. Agents Chemother. 39(12), 2822-2826 (1995).

    2. Okumura, R., Hirata, T., Onodera, Y., et al. Dual-targeting properties of the 3-aminopyrrolidyl quinolones, DC-159a and sitafloxacin, against DNA gyrase and topoisomerase IV: Contribution to reducing in vitro emergence of quinolone-resistant Streptococcus pneumoniae. J. Antimicrob. Chemother. 62(1), 98-104 (2008).

    3. Onodera, Y., Tanaka, M., and Sato, K. Inhibitory activity of quinolones against DNA gyrase of Mycobacterium tuberculosis. J. Antimicrob. Chemother. 47(4), 447-450 (2001).

    4. Sano, C., Tatano, Y., Shimizu, T., et al. Comparative in vitro and in vivo antimicrobial activities of sitafloxacin, gatifloxacin and moxifloxacin against Mycobacterium avium. Int. J. Antimicrob. Agents 37(4), 296-301 (2011).