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About This Item
Empirical Formula (Hill Notation):
C17H19F2N3O3 · HCl
CAS Number:
Molecular Weight:
387.81
MDL number:
UNSPSC Code:
51282927
PubChem Substance ID:
NACRES:
NA.85
biological source
synthetic
Quality Level
color
white to off-white
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
Mode of action
DNA synthesis | interferes
enzyme | inhibits
storage temp.
−20°C
SMILES string
Cl.CCN1C=C(C(O)=O)C(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c12
InChI
1S/C17H19F2N3O3.ClH/c1-3-21-8-11(17(24)25)16(23)10-6-12(18)15(13(19)14(10)21)22-5-4-20-9(2)7-22;/h6,8-9,20H,3-5,7H2,1-2H3,(H,24,25);1H
InChI key
KXEBLAPZMOQCKO-UHFFFAOYSA-N
Related Categories
General description
Chemical structure: fluoroquinolone
Application
Lomefloxacin is a fluoroquinolone antibiotic that is commonly used to treat bacterial infections, including bronchitis and urinary tract infections. It is used as a pre-operative prophylactic to prevent urinary tract infection caused by S. pneumoniae, H. influenzae, S. aureus, P. aeruginosa, E. cloacae, P. mirabilis, C. civersus, S. asprphyticus, E. coli, and K. pneumoniae. It is used to induce genomic instability in mice and modification of the kinetics of growth of Gram-negative bacteria.
Biochem/physiol Actions
Lomefloxacin is a bactericidal fluoroquinolone agent that is active against gram-negative and gram-positive organisms. Lomefloxacin inhibits bacterial DNA gyrase (topoisomerase II) and topoisomerase IV, which are needed for the transcription and replication of bacterial DNA. DNA gyrase is thought to be the primary quinolone target for gram-negative bacteria. Topoisomerase IV is thought to be the primary target in gram-positive organisms. The inhibition of the topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. Therefore, DNA replication and transcription is inhibited.
Signal Word
Warning
Hazard Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Yan-Ni Yi et al.
Analytica chimica acta, 707(1-2), 128-134 (2011-10-27)
A novel method for the simultaneous determination of norfloxacin (NFLX) and lomefloxacin (LFLX) in milk samples was developed by using first derivative synchronous fluorimetry. The synchronous fluorescence (Δλ=160 nm) spectra and first derivative synchronous fluorescence spectra of NFLX, LFLX and
Sabry M Attia
Mutagenesis, 23(6), 515-521 (2008-08-30)
Lomefloxacin is a difluorinated quinolone antibacterial drug. It is widely used against infectious diseases including meningitis, those of the genitourinary and upper respiratory tracts, and skin infections. Lomefloxacin, like other fluoroquinolones, is mutagenic and the formation of reactive oxygen species
H Vahedian-Movahed et al.
Journal of biomolecular structure & dynamics, 28(4), 483-502 (2010-12-15)
The interaction between lomefloxacin (LMF) and two drug carrier proteins, human serum albumin (HSA) and serum transferrin (TF), were studied and compared by fluorescence quenching, resonance light scattering (RLS), and circular dichroism (CD) spectroscopic along with molecular modeling. Fluorescence data
Yiruhan et al.
Environmental pollution (Barking, Essex : 1987), 158(7), 2350-2358 (2010-05-04)
Four fluoroquinolone antibiotics (norfloxacin, ciprofloxacin, lomefloxacin, and enrofloxacin) in tap water in Guangzhou and Macao were analyzed using high performance liquid chromatography fluorescence detection. The results showed that all target antibiotics were detected in high rate both in Guangzhou (77.5%)
Hanan F Abd el-Halim et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 82(1), 8-19 (2011-08-23)
Nine new mononuclear Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Th(IV) and UO(2)(VI) complexes of lomefloxacin drug were synthesized. The structures of these complexes were elucidated by elemental analyses, IR, XRD, UV-vis, (1)H NMR as well as conductivity and magnetic
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