A fluoroquinolone antibiotic
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Levofloxacin (hydrate)

Item No. 20382

Technical Information
Formal Name
(3S)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, hemihydrate
CAS Number
138199-71-0
Synonyms
  • MP-376
Molecular Formula
C18H20FN3O4 • 0.5H2O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
299 nm
SMILES
FC1=C(N2CCN(C)CC2)C(OC[C@H](C)N3C=C(C(O)=O)C4=O)=C3C4=C1.FC5=C(N6CCN(C)CC6)C(OC[C@H](C)N7C=C(C(O)=O)C8=O)=C7C8=C5.O
InChi Code
InChI=1S/2C18H20FN3O4.H2O/c2*1-10-9-26-17-14-11(16(23)12(18(24)25)8-22(10)14)7-13(19)15(17)21-5-3-20(2)4-6-21;/h2*7-8,10H,3-6,9H2,1-2H3,(H,24,25);1H2/t2*10-;/m00./s1
InChi Key
SUIQUYDRLGGZOL-RCWTXCDDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Levofloxacin is a fluoroquinolone antibiotic and the active stereoisomer of ofloxacin (Item No. 22891).1 It is active against S. aureus, S. epidermidis, B. subtilis, E. coli, P. aeruginosa, and K. pneumoniae (MICs = 0.25, 0.25, 0.5, 0.03, 4, and 0.25 μg/ml, respectively).2 Levofloxacin inhibits S. aureus DNA gyrase and topoisomerase IV (IC50s = 8.06 and 9.81 μg/ml, respectively).3 It eliminates infection in rat models of endocarditis caused by methicillin-sensitive or -resistant S. aureus.4 Formulations containing levofloxacin have been used in the treatment of various bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Norrby, S.R. Levofloxacin. Expert Opin. Pharmacother. 1(1), 109-119 (1999).

    2. Mohammadhosseini, N., Alipanahi, Z., Alipour, E., et alSynthesis and antibacterial activity of novel levofloxacin derivatives containing a substituted thienylethyl moiety. Daru. 20(1), (2012).

    3. Takei, M., Fukuda, H., Kishii, R., et alTarget preference of 15 quinolones against Staphylococcus aureus, based on antibacterial activities and target inhibition. Antimicrob. Agents Chemother. 45(12), 3544-3547 (2001).

    4. Entenza, J.M., Vouillamoz, J., Glauser, M.P., et alLevofloxacin versus ciprofloxacin, flucloxacillin, or vancomycin for treatment of experimental endocarditis due to methicillin-susceptible or -resistant Staphylococcus aureus. Antimicrob. Agents Chemother. 41(8), 1662-1667 (1997).