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L2906

Sigma-Aldrich

Lomefloxacin hydrochloride

Synonyme(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

Formule empirique (notation de Hill):
C17H19F2N3O3 · HCl
Numéro CAS:
98079-52-8
Poids moléculaire :
387.81
Numéro MDL:
MFCD00214312
Code UNSPSC :
51282927
ID de substance PubChem :
24278514
Nomenclature NACRES :
NA.85

Source biologique

synthetic

Niveau de qualité

200

Couleur

white to off-white

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

KXEBLAPZMOQCKO-UHFFFAOYSA-N

Description générale

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.

Actions biochimiques/physiologiques

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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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
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
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
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
Jindong Qiao et al.
Journal of separation science, 34(19), 2668-2673 (2011-08-13)
A new molecularly imprinted solid-phase extraction (MISPE) procedure combined with liquid chromatography was developed for the simultaneous selective extraction and determination of ofloxacin (OFL) and lomefloxacin (LOM) in chicken muscle samples. The water-compatible molecularly imprinted microspheres (MIMs) were synthesized by
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