An inactive metabolite of levofloxacin
Related Products
Parent Compound(s)
20382Levofloxacin (hydrate)
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Levofloxacin N-oxide

Item No. 27177

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S)-9-fluoro-2,3-dihydro-3-methyl-10-(4-methyl-4-oxido-1-piperazinyl)-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid
CAS Number
117678-38-3
Molecular Formula
C18H20FN3O5
Formula Weight
377.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly solubleMethanol: sonicated, slightly soluble
SMILES
FC1=C(N2CC[N+](C)([O-])CC2)C(OC[C@H](C)N3C=C(C(O)=O)C4=O)=C3C4=C1
InChi Code
InChI=1S/C18H20FN3O5/c1-10-9-27-17-14-11(16(23)12(18(24)25)8-21(10)14)7-13(19)15(17)20-3-5-22(2,26)6-4-20/h7-8,10H,3-6,9H2,1-2H3,(H,24,25)/t10-/m0/s1
InChi Key
MVLAUMUQGRQERL-JTQLQIEISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Levofloxacin N-oxide is an inactive metabolite of the antibiotic levofloxacin (Item No. 20382).1,2 Levofloxacin N-oxide is also a degradation product of levofloxacin that is formed through exposure to daylight or hydrogen peroxide.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hemeryck, A., Mamidi, R.N., Bottacini, M., et al. Pharmacokinetics, metabolism, excretion and plasma protein binding of 14C-levofloxacin after a single oral administration in the Rhesus monkey. Xenobiotica 36(7), 597-613 (2006).

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

    3. Czyrski, A., Anusiak, K., and Teżyk, A. The degradation of levofloxacin in infusions exposed to daylight with an identification of a degradation product with HPLC-MS. Sci. Rep. 9(1), 3621 (2019).

    4. Lalitha Devi, M., and Chandrasekhar, K.B. A validated stability-indicating RP-HPLC method for levofloxacin in the presence of degradation products, its process related impurities and identification of oxidative degradant. J. Pharm. Biomed. Anal. 50(5), 10-17 (2009).