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L2906 Sigma-Aldrich

Lomefloxacin hydrochloride

Synonym: 1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid

  • CAS Number 98079-52-8

  • Empirical Formula (Hill Notation) C17H19F2N3O3 · HCl

  • Molecular Weight 387.81

  •  MDL number MFCD00214312

  •  PubChem Substance ID 24278514

  •  NACRES NA.85

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antibiotics by Mechanism of Action,
Quality Level   100
biological source   synthetic
color   white to off-white
Mode of action   DNA synthesis | interferes
  enzyme | inhibits
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
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.

Packaging

1, 10 g in poly bottle

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 & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
VB1997500

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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