A fluoroquinolone antibiotic
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Labeled Version(s)
34006Flumequine-13C3
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Flumequine

Item No. 21645

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid
CAS Number
42835-25-6
Synonyms
  • (±)-Flumequine
  • R-802
Molecular Formula
C14H12FNO3
Formula Weight
261.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 0.2 mg/ml
λmax
219, 230, 249, 325, 338 nm
SMILES
FC1=CC(CCC(C)N2C=C(C(O)=O)C3=O)=C2C3=C1
InChi Code
InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)
InChi Key
DPSPPJIUMHPXMA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
Room temperature
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 g

    $36

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    5 g

    $103

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    10 g

    $186

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    25 g

    $378

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    Cayman Chemical
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    Product Description

    Flumequine is a fluoroquinolone antibiotic.1 It is active against S. aureus, S. pyogenes, B. subtilis, E. coli, P. aeruginosa, S. faecalis, and K. pneumoniae (MICs = 1-100 µg/ml). Flumequine is also active against field isolates of B. hyodysenteriae (MICs = 6.25-200 µg/ml).2 It inhibits DNA gyrase, disrupting supercoiling of bacterial DNA to block transcription and replication.3 In vivo, flumequine (50 mg/kg) increases survival in rat models of P. vulgaris-induced urinary tract infection and P. mirabilis-induced prostatitis.1 Formulations containing flumequine have been used in the treatment of urinary tract infections in veterinary medicine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rohlfing, S.R., Gerster, J.R., and Kvam, D.C. Bioevaluation of the antibacterial flumequine for urinary tract use. Antimicrob. Agents Chemother. 10(1), 20-24 (1976).

    2. Aller-Morán, L.M., Martínez-Lobo, F.J., Rubio, P., et al. Evaluation of the in vitro activity of flumequine against field isolates of Brachyspira hyodysenteriae. Res. Vet. Sci. 103, 51-53 (2015).

    3. Smith, J.T. The mode of action of 4-quinolones and possible mechanisms of resistance. J. Antimicrob. Chemother. 18 (Suppl. D), 21-29 (1986).