A fluoroquinolone antibiotic
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Moxifloxacin (hydrochloride)

Item No. 14830

Technical Information
Formal Name
1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid, monohydrochloride
CAS Number
186826-86-8
Synonyms
  • BAY 12-8039
Molecular Formula
C21H24FN3O4 • HCl
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 3.33 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.2 mg/ml
λmax
215, 295, 329 nm
SMILES
O=C1C(C(O)=O)=CN(C2CC2)C3=C1C=C(F)C(N4C[C@](N([H])CCC5)([H])[C@]5([H])C4)=C3OC.Cl
InChi Code
InChI=1S/C21H24FN3O4.ClH/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24;/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28);1H/t11-,16+;/m0./s1
InChi Key
IDIIJJHBXUESQI-DFIJPDEKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Moxifloxacin is a fluoroquinolone antibiotic.1 It is active against 390 clinical isolates of aerobic and anaerobic Gram-positive and Gram-negative bacteria (MIC90s = ≤0.25 µg/ml), as well as clinical isolates of methicillin-susceptible and -resistant S. aureus (MIC90s = 0.12 and 2 µg/ml, respectively).1,2 Moxifloxacin is an inhibitor of E. coli DNA gyrase that is selective for DNA gyrase over E. coli topoisomerase IV (IC50s = 0.51 and 38.8 mg/L, respectively, in cell-free assays).3 It prevents S. aureus- or P. aeruginosa-induced increases in bronchoalveolar lavage fluid (BALF) neutrophil infiltration and reduces S. aureus- or P. aeruginosa-induced increases in lung chemokine (C-X-C motif) ligand 1 (CXCL1) and IL-1β levels in mouse models of bacterial pneumonia when administered at a dose of 100 mg/kg twice per day for two days.4 Moxifloxacin (100 mg/kg) decreases the number of lung and spleen colony forming units (CFUs) in a mouse model of systemic M. tuberculosis infection.5 Formulations containing moxifloxacin 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. Woodcock, J.M., Andrews, J.M., Boswell, F.J., et alIn vitro activity of BAY 12-8039, a new fluoroquinolone. Antimicrob. Agents Chemother. 41(1), 101-106 (1997).

    2. Goldstein, E.J., Citron, D.M., Hudspeth, M., et alIn vitro activity of Bay 12-8039, a new 8-methoxyquinolone, compared to the activities of 11 other oral antimicrobial agents against 390 aerobic and anaerobic bacteria isolated from human and animal bite wound skin and soft tissue infections in humans. Antimicrob. Agents Chemother. 41(7), 1552-1557 (1997).

    3. Schedletzky, H., Wiedemann, B., and Heisig, P. The effect of moxifloxacin on its target topoisomerases from Escherichia coli and Staphylococcus aureus. J. Antimicrob. Chemother. 43(Suppl B), 31-37 (1999).

    4. Beisswenger, C., Honecker, A., Kamyschnikow, A., et alMoxifloxacin modulates inflammation during murine pneumonia. Respir. Res. 15:82, (2014).

    5. Miyazaki, E., Miyazaki, M., Chen, J.M., et alMoxifloxacin (BAY12-8039), a new 8-methoxyquinolone, is active in a mouse model of tuberculosis. Antimicrob. Agents Chemother. 43(1), 85-89 (1999).