L2906
Lomefloxacin hydrochloride
Synonym(s):
1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C17H19F2N3O3 · HCl
CAS Number:
Molecular Weight:
387.81
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51282927
MDL number:
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
SMILES string
Cl.CCN1C=C(C(O)=O)C(=O)c2cc(F)c(N3CCNC(C)C3)c(F)c12
InChI key
KXEBLAPZMOQCKO-UHFFFAOYSA-N
biological source
synthetic
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
Quality Level
Related Categories
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.
General description
Chemical structure: fluoroquinolone
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Yoko Yoshihisa et al.
Experimental dermatology, 19(11), 1000-1006 (2010-09-04)
Intracellular reactive oxygen species (ROS) and apoptosis play important roles in the ultraviolet (UV)-induced inflammatory responses in the skin. Metal nanoparticles have been developed to increase the catalytic activity of metals, which is because of the large surface area of
H Pruul et al.
The Journal of antimicrobial chemotherapy, 25(1), 91-101 (1990-01-01)
The post-antibiotic effect (PAE) of lomefloxacin against Escherichia coli and Pseudomonas aeruginosa was determined and compared with various other antibiotics. All the quinolones tested, and chloramphenicol and gentamicin, possessed PAE activity. At 10 x MIC and 30 min exposure, the
Yongnian Ni et al.
The Analyst, 134(9), 1840-1847 (2009-08-18)
Three commonly used fluoroquinolone antibiotics (norfloxacin (NFX), ofloxacin (OFX) and lomefloxacin (LMFX)) were used as examples of molecules which can interact with a biomacromolecule, such as DNA, separately or in a mixture. Such interactions were investigated with the use of
Maria Rambla-Alegre et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(31), 3975-3981 (2009-10-27)
A sensitive and robust method was developed and validated for the routine identification and quantification of five quinolones in urine samples directly injected into a micellar liquid chromatographic system without any pre-treatment step. Since the simultaneous elution of the five
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
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