L2906

Lomefloxacin hydrochloride

• Synonym(s): 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
• Empirical Formula (Hill Notation): C₁₇H₁₉F₂N₃O₃ · HCl
• CAS Number: 98079-52-8
• Molecular Weight: 387.81
• MDL number: MFCD00214312
• UNSPSC Code: 51282927
• PubChem Substance ID: 24278514
• NACRES: NA.85

Properties

• 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
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• 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