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79660-72-3 | Fleroxacin
CAS No: 79660-72-3 Catalog No: AG005INP MDL No:MFCD00864880
Product Description
Catalog Number:
AG005INP
Chemical Name:
Fleroxacin
CAS Number:
79660-72-3
Molecular Formula:
C17H18F3N3O3
Molecular Weight:
369.3383
MDL Number:
MFCD00864880
IUPAC Name:
6,8-difluoro-1-(2-fluoroethyl)-7-(4-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
InChI:
InChI=1S/C17H18F3N3O3/c1-21-4-6-22(7-5-21)15-12(19)8-10-14(13(15)20)23(3-2-18)9-11(16(10)24)17(25)26/h8-9H,2-7H2,1H3,(H,25,26)
InChI Key:
XBJBPGROQZJDOJ-UHFFFAOYSA-N
SMILES:
FCCn1cc(C(=O)O)c(=O)c2c1c(F)c(N1CCN(CC1)C)c(c2)F
UNII:
N804LDH51K
Properties
Complexity:
595
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
369.13g/mol
Formal Charge:
0
Heavy Atom Count:
26
Hydrogen Bond Acceptor Count:
9
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
369.344g/mol
Monoisotopic Mass:
369.13g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
64.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.1
Literature
| Title | Journal |
|---|---|
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| Improved negative selection protocol for Plasmodium berghei in the rodent malarial model. | Malaria journal 20120101 |
| Mass spectrometic study of speciation in aluminium-fluoroquinolone solutions. | European journal of mass spectrometry (Chichester, England) 20120101 |
| Spectroscopic studies on the lanthanide sensitized luminescence and chemiluminescence properties of fluoroquinolone with different structure. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111101 |
| Determination of quinolone residues in infant and young children powdered milk combining solid-phase extraction and ultra-performance liquid chromatography-tandem mass spectrometry. | Journal of chromatography. A 20111021 |
| Air- and heat-stable planar tri-p-quinodimethane with distinct biradical characteristics. | Journal of the American Chemical Society 20111019 |
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| Occurrence, distribution and seasonal variation of antibiotics in the Huangpu River, Shanghai, China. | Chemosphere 20110201 |
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| Preparation of high-affinity rabbit monoclonal antibodies for ciprofloxacin and development of an indirect competitive ELISA for residues in milk. | Journal of Zhejiang University. Science. B 20101001 |
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| Comparative in vitro activity of Meropenem, Imipenem and Piperacillin/tazobactam against 1071 clinical isolates using 2 different methods: a French multicentre study. | BMC infectious diseases 20100101 |
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| Fluoroquinolone antibiotic determination in bovine, ovine and caprine milk using solid-phase extraction and high-performance liquid chromatography-fluorescence detection with ionic liquids as mobile phase additives. | Journal of chromatography. A 20091023 |
| Computational modeling of novel inhibitors targeting the Akt pleckstrin homology domain. | Bioorganic & medicinal chemistry 20091001 |
| Application of ionic liquids in high performance reversed-phase chromatography. | International journal of molecular sciences 20090601 |
| Inter- and intramolecular photochemical reactions of fleroxacin. | Organic letters 20090507 |
| Enhanced separation of seven quinolones by capillary electrophoresis with silica nanoparticles as additive. | Talanta 20090315 |
| Urinary tract infections and reduced risk of bladder cancer in Los Angeles. | British journal of cancer 20090310 |
| Rapid determination of 19 quinolone residues in spiked fish and pig muscle by high-performance liquid chromatography (HPLC) tandem mass spectrometry. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20090301 |
| [Interaction of cucurbit[8]urils with ofloxacin, fleroxacin, gatifloxacin and sparfloxacin]. | Guang pu xue yu guang pu fen xi = Guang pu 20090201 |
| Capillary electrophoresis with electrochemiluminescence detection for simultaneous determination of proline and fleroxacin in human urine. | Drug testing and analysis 20090201 |
| CE determination of quinolones in the presence of bovine serum albumin. | Journal of separation science 20090101 |
| Quantitative comparison of the convulsive activity of combinations of twelve fluoroquinolones with five nonsteroidal antiinflammatory agents. | Drug metabolism and pharmacokinetics 20090101 |
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| Drug resistance mechanism of the fish-pathogenic bacterium Lactococcus garvieae. | Journal of fish diseases 20080601 |
| [Simultaneous determination of sulfonamides and fluoroquinolones residues in chicken by high performance liquid chromatography-electrospray tandem mass spectrometry]. | Se pu = Chinese journal of chromatography 20080501 |
| Utility of a single adjusting compartment: a novel methodology for whole body physiologically-based pharmacokinetic modelling. | Theoretical biology & medical modelling 20080101 |
| Solution equilibria between aluminum(III) ion and some fluoroquinolone family members. Spectroscopic and potentiometric study. | Chemical & pharmaceutical bulletin 20071201 |
| A rapid CE-potential gradient detection method for determination of quinolones. | Electrophoresis 20071101 |
| A flow injection chemiluminescence method for the determination of fluoroquinolone derivative using the reaction of luminol and hydrogen peroxide catalyzed by gold nanoparticles. | Talanta 20070515 |
| 1H and 19F NMR relaxation studies of fleroxacin with Micrococcus luteus. | Journal of pharmaceutical and biomedical analysis 20070411 |
| [Study on the ternary complex of FLRX, zinc(II) and BSA by the method of fluorescence]. | Guang pu xue yu guang pu fen xi = Guang pu 20070401 |
| Interaction between fluoroquinolones and bovine serum albumin studied by affinity capillary electrophoresis. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20061201 |
| Moxifloxacin enhances antiproliferative and apoptotic effects of etoposide but inhibits its proinflammatory effects in THP-1 and Jurkat cells. | British journal of cancer 20061023 |
| Preparation of anti-pefloxacin antibody and development of an indirect competitive enzyme-linked immunosorbent assay for detection of pefloxacin residue in chicken liver. | Journal of agricultural and food chemistry 20060920 |
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| The use of microscopy and three-dimensional visualization to evaluate the structure of microbial biofilms cultivated in the Calgary Biofilm Device. | Biological procedures online 20060101 |
| Separation and determination of seven fluoroquinolones by pressurized capillary electrochromatography. | Journal of separation science 20051101 |
| [Determination of fleroxacin by photochemical fluorescence of zinc-fleroxacin complex]. | Guang pu xue yu guang pu fen xi = Guang pu 20050901 |
| Structure-phototoxicity relationship in Balb/c mice treated with fluoroquinolone derivatives, followed by ultraviolet-A irradiation. | Toxicology letters 20050704 |
| Extrapolation of human pharmacokinetic parameters from rat, dog, and monkey data: Molecular properties associated with extrapolative success or failure. | Journal of pharmaceutical sciences 20050701 |
| Synthesis and antibacterial activity of 1-(2-fluorovinyl)-7-substituted-4-quinolone-3-carboxylic acid derivatives, conformationally restricted analogues of fleroxacin. | Journal of medicinal chemistry 20050505 |
| Susceptibility and resistance genes to fluoroquinolones in methicillin-resistant Staphylococcus aureus isolated in 2002. | International journal of antimicrobial agents 20050501 |
| [Ultraviolet spectral characteristics of charge-transfer reaction complex in micellar system and its application]. | Guang pu xue yu guang pu fen xi = Guang pu 20050201 |
| Spectrofluorimetric study of the charge-transfer complexation of certain fluoroquinolones with 7,7,8,8-tetracyanoquinodimethane. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050101 |
| Induced and photoinduced DNA damage by quinolones: ciprofloxacin, ofloxacin and nalidixic acid determined by comet assay. | Photochemistry and photobiology 20050101 |
| High-throughput metal susceptibility testing of microbial biofilms. | BMC microbiology 20050101 |
| A randomized clinical trial to compare fleroxacin-rifampicin with flucloxacillin or vancomycin for the treatment of staphylococcal infection. | Clinical infectious diseases : an official publication of the Infectious Diseases Society of America 20041101 |
| Mycobacterium tuberculosis DNA gyrase: interaction with quinolones and correlation with antimycobacterial drug activity. | Antimicrobial agents and chemotherapy 20040401 |
| Validation of an HPLC method for the determination of fleroxacin and its photo-degradation products in pharmaceutical forms. | Annali di chimica 20040101 |
| Fluorescence spectroscopy determination of fluoroquinolones by charge-transfer reaction. | Journal of pharmaceutical and biomedical analysis 20031124 |
| Alteration of constitutive apoptosis in neutrophils by quinolones. | Inflammation 20030601 |
| [Fluorescence spectrometric determination of fleroxacin by charge-transfer reaction]. | Guang pu xue yu guang pu fen xi = Guang pu 20030401 |
| Inhibition by fluoroquinolones of K(+) currents in rat dissociated hippocampal neurons. | European journal of pharmacology 20030221 |
| Determination of fleroxacin in pure and tablet forms by liquid chromatography and derivative UV-spectrophotometry. | Journal of AOAC International 20030101 |
| Influence of sex on the pharmacokinetic interaction of fleroxacin and ciprofloxacin with caffeine. | Clinical pharmacokinetics 20030101 |
| [The history of the development and changes of quinolone antibacterial agents]. | Yakushigaku zasshi 20030101 |
| [In vitro antibacterial activity of prulifloxacin, a new oral fluoroquinolone]. | The Japanese journal of antibiotics 20021201 |
| Fleroxacin hydrochloride hydrate. | Acta crystallographica. Section C, Crystal structure communications 20021001 |
| Antimicrobial postexposure prophylaxis for anthrax: adverse events and adherence. | Emerging infectious diseases 20021001 |
| A pilot study of oral fleroxacin once daily compared with conventional therapy in patients with pyogenic liver abscess. | Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi 20020901 |
| [Drug interactions between nonsteroidal anti-inflammatory drug and pazufloxacin mesilate, a new quinolone antibacterial agent for intravenous use: convulsions in mice after intravenous or intracerebroventricular administration]. | The Japanese journal of antibiotics 20020601 |
| In vitro photochemical clastogenicity of quinolone antibacterial agents studied by a chromosomal aberration test with light irradiation. | Mutation research 20020527 |
| Visible absorption spectra of the 4f electron transitions of neodymium, praseodymium, holmium and erbium complexes with fleroxacin and their analytical application. | Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20020501 |
| Protective effect of fleroxacin against the nephrotoxicity of isepamicin in rats. | Biological & pharmaceutical bulletin 20020401 |
| Ciprofloxacin induces apoptosis and inhibits proliferation of human colorectal carcinoma cells. | British journal of cancer 20020201 |
| Influence of CO(2) incubation on quinolone activity against Streptococcus pneumoniae and Haemophilus influenzae. | Diagnostic microbiology and infectious disease 20020101 |
| High-performance liquid chromatographic assay of fleroxacin in human serum using fluorescence detection. | Talanta 20010913 |
| Natural antibiotic susceptibility of recently established coryneform bacteria. | European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 20010501 |
| Ultrastructure of Achilles tendon from rats after treatment with fleroxacin. | Archives of toxicology 20010401 |
| Effects of fluoroquinolones on the locomotor activity in rats. | Archives of toxicology 20010301 |
| Spectrophotometric and HPLC determination of fleroxacin in tablets. | Die Pharmazie 20010201 |
| Quinolones alter defense reactions mediated by macrophages. | International immunopharmacology 20010201 |
| Fleroxacin uptake in ischaemic limb tissue. | Acta microbiologica et immunologica Hungarica 20010101 |
| History of quinolones and their side effects. | Chemotherapy 20010101 |
| Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening. | Antimicrobial agents and chemotherapy 20001001 |
| Anti-toxoplasma activities of 24 quinolones and fluoroquinolones in vitro: prediction of activity by molecular topology and virtual computational techniques. | Antimicrobial agents and chemotherapy 20001001 |
| [Encephalopathy induced by fleroxacin in a patient with Machado-Joseph disease]. | Rinsho shinkeigaku = Clinical neurology 19980901 |
| Atypical pneumonia in the Nordic countries: aetiology and clinical results of a trial comparing fleroxacin and doxycycline. Nordic Atypical Pneumonia Study Group. | The Journal of antimicrobial chemotherapy 19970401 |
| Fleroxacin 400 mg once daily versus ofloxacin 400 mg twice daily in skin and soft tissue infections. | Chemotherapy 19970101 |
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| Trovafloxacin is active against Toxoplasma gondii. | Antimicrobial agents and chemotherapy 19960801 |
| Two cases of fleroxacin-induced insomnia. | International clinical psychopharmacology 19940101 |
| In-vitro activities of quinolones against mycobacteria. | The Journal of antimicrobial chemotherapy 19931201 |
| Activity of topoisomerase inhibitors against Pneumocystis carinii in vitro and in an inoculated mouse model. | Antimicrobial agents and chemotherapy 19930701 |
| Comparative in vitro and in vivo activity of fleroxacin and ofloxacin against various mycobacteria. | Tubercle 19910901 |
| Fluoronaphthyridines and -quinolones as antibacterial agents. 3. Synthesis and structure-activity relationships of new 1-(1,1-dimethyl-2-fluoroethyl), 1-[1-methyl-1-(fluoromethyl)-2-fluoroethyl], and 1-[1,1-(difluoromethyl)-2-fluoroethyl] substituted derivatives. | Journal of medicinal chemistry 19910101 |
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| The antimicrobial activity of Fleroxacin RO 23-6240, a third generation fluoroquinolone derivative, tested in vitro. | Journal of hygiene, epidemiology, microbiology, and immunology 19900101 |
| Adverse reactions in a dose-ranging study with a new long-acting fluoroquinolone, fleroxacin. | Antimicrobial agents and chemotherapy 19891001 |
| Comparative in-vitro activity of fleroxacin and other 6-fluoroquinolones against mycobacteria. | The Journal of antimicrobial chemotherapy 19881001 |
| Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria. | The American journal of medicine 19870427 |
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