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L2906

Sigma-Aldrich

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
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

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.

Pictograms

Exclamation mark

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Joana Sousa et al.
Biomedical chromatography : BMC, 25(5), 535-541 (2010-07-20)
A simple and fast liquid chromatographic method coupled with fluorescence detection (LC-FD) is reported, for the first time, for the simultaneous quantification of norfloxacin (NOR), ciprofloxacin (CIP) and lomefloxacin (LOM) in human plasma, using levofloxacin as internal standard (IS). Sample
Artur Beberok et al.
International journal of molecular sciences, 21(23) (2020-12-02)
Melanoma, the most dangerous type of cutaneous neoplasia, contributes to about 75% of all skin cancer-related deaths. Thus, searching for new melanoma treatment options is an important field of study. The current study was designed to assess whether the condition
Zohreh Sattar et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 1089-1100 (2012-08-29)
Human serum albumin (HSA) and holo transferrin (TF) are two serum carrier proteins that are able to interact with each other, thereby altering their binding behavior toward their ligands. During the course of this study, the interaction between HSA-PPIX and
Hongyuan Yan et al.
Journal of pharmaceutical and biomedical analysis, 54(1), 53-57 (2010-09-11)
A simple and rapid ultrasound-assisted dispersive liquid-liquid microextraction (UA-DLLME) coupled with liquid chromatography-ultraviolet detection (LC-UV) was developed for the determination of four fluoroquinolones (ofloxacin, norfloxacin, enrofloxacin, and lomefloxacin) in pharmaceutical wastewater samples. Various parameters affecting the extraction efficiency including type
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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