Levofloxacin N-oxide Chemical Properties

Melting point:

>146°C (dec.)

storage temp. 

Hygroscopic, -20°C Freezer, Under inert atmosphere

solubility 

Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)

form 

Solid

pka

5.19±0.40(Predicted)

color 

Off-White to Pale Green

Stability:

Hygroscopic

InChI

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

InChIKey

MVLAUMUQGRQERL-JTQLQIEISA-N

SMILES

O1C2=C(N3CC[N+]([O-])(C)CC3)C(F)=CC3C(=O)C(C(O)=O)=CN(C2=3)[C@@H](C)C1

Levofloxacin N-oxide Usage And Synthesis

Description

Levofloxacin N-oxide is an inactive metabolite of the antibiotic levofloxacin . Levofloxacin N-oxide is also a degradation product of levofloxacin that is formed through exposure to daylight or hydrogen peroxide.

Uses

Levofloxacin N-oxide is an impurity of Ofloxacin (O245750), which is a fluorinated quinolone antibacterial.

References

[1] A HEMERYCK. Pharmacokinetics, metabolism, excretion and plasma protein binding of 14C-levofloxacin after a single oral administration in the Rhesus monkey.[J]. Xenobiotica, 2006, 36 7: 597-613. DOI: 10.1080/00498250600674436
[2] Levofloxacin[J]. Reactions Weekly, 2018, 17 1: 232. DOI: 10.1007/s40278-018-53210-y
[3] ANDRZEJ CZYRSKI  Artur T  Katarzyna Anusiak. The degradation of levofloxacin in infusions exposed to daylight with an identification of a degradation product with HPLC-MS.[J]. Scientific Reports, 2019: 3621. DOI: 10.1038/s41598-019-40201-9
[4] M. LALITHA DEVI  K. B C. 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]. Journal of pharmaceutical and biomedical analysis, 2009, 50 5: Pages 710-717. DOI: 10.1016/j.jpba.2009.05.038

Levofloxacin N-oxide(117678-38-3)Related Product Information

• Levofloxacin hydrochloride
• Levofloxacin Related CoMpound E
• Piperazine
• 1-Piperazinecarbaldehyde
• Defluoro Levofloxacin
• D-OFLOXACIN
• OFLOXACIN RELATED COMPOUND A (25 MG) ((RS)-9-FLUORO-2,3-DIHYDRO-3-METHYL-7-OXO-10-(PIPERA-ZIN-1 -YL)-7H-PYRIDO[1,2,3-DE]-1,4-BENZOXAZINE-6-CARBOXYLIC ACID)
• 2-Desisopropyl-2-phenyl Repaglinide
• 5-Difluoromethoxy-2-{[(3,4-dimethoxy-2-pyridinyl)methyl]thio}-1H-benzimidazole
• Decarboxyl Ofloxacin
• ofloxacin O-glucuronide
• OFLOXACIN N-OXIDE (MIXTURE OF DIASTEREOMERS)
• Ofloxacin hydrochloride
• Desmethyl Levofloxacin
• ethyl (R)-9,10-difluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylate
• Levofloxacin DiaMine
• Levofloxacin Tetrafluoro Impurity 1
• Levofloxacin Hydroxy Acid