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74011-58-8,MFCD00133308
Catalog No.:AA005I5C

74011-58-8 | 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid

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25mg
99%(HPLC)powder
in stock  
$48.00   $34.00
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500mg
≥98%
in stock  
$63.00   $44.00
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1g
≥98%
in stock  
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5g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA005I5C
Chemical Name:
1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid
CAS Number:
74011-58-8
Molecular Formula:
C15H17FN4O3
Molecular Weight:
320.3189
MDL Number:
MFCD00133308
SMILES:
CCn1cc(C(=O)O)c(=O)c2c1nc(N1CCNCC1)c(c2)F
Properties
Properties
 
BP:
569.9°C at 760 mmHg  
Form:
Solid  
MP:
216-218°C (dec.)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
521  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
-0.2  

Downstream Synthesis Route

[1]Miyamoto;Egawa;Shibamori;Matsumoto[JournalofHeterocyclicChemistry,1987,vol.24,#5,p.1333-1339]

[1]CurrentPatentAssignee:ZHENGZHOUUNIVERSITYOFINDUSTRYTECHNOLOGY-CN106674220,2017,ALocationinpatent:Paragraph0033;0034;0035;0036;0037

[2]CurrentPatentAssignee:HENANUNIVERSITY-CN106317051,2017,ALocationinpatent:Paragraph0014

[3]Matsumoto;Miyamoto;Minamida;Nishimura;Egawa;Nishimura[JournalofMedicinalChemistry,1984,vol.27,#3,p.292-301]

[4]CurrentPatentAssignee:SumitomoPharma(in:SumitomoChemical);LABORATOIREROGERBELLON;SUMITOMOCHEMICALCOMPANYLIMITED;BELLONLABORROGER;SumitomoChemical(w/oDongwooFine-Chem)-US4352803,1982,A

[1]Matsumoto;Miyamoto;Minamida;Nishimura;Egawa;Nishimura[JournalofMedicinalChemistry,1984,vol.27,#3,p.292-301]

2208-07-3    74011-58-8   
1-ethyl-6-fluoro-1,4-dihydro-7-<4-(1-iminoethyl)-1-piperazinyl>-4-oxo-1,8-naphthyridine-3-carboxylicacid 

[1]Domagala,JohnM.;Hanna,LoriDoyle;Heifetz,CarlL.;Hutt,MarlandP.;Mich,ThomasF.;etal.[JournalofMedicinalChemistry,1986,vol.29,#3,p.394-404]

[1]Matsumoto;Miyamoto;Minamida;etal.[JournalofHeterocyclicChemistry,1984,vol.21,#3,p.673-679]

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Title: Radiation-induced in vitro phototoxic potential of some fluoroquinolones.

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Title: Validation of a novel HPLC sorbent material for the determination of ten quinolones in human and veterinary pharmaceutical formulations.

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Title: Selective action of fluoroquinolones against intracellular amastigotes of Leishmania (Viannia) panamensis in vitro.

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Title: Structure-phototoxicity relationship in Balb/c mice treated with fluoroquinolone derivatives, followed by ultraviolet-A irradiation.

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Title: Susceptibility and resistance genes to fluoroquinolones in methicillin-resistant Staphylococcus aureus isolated in 2002.

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Title: Fluoroquinolone-resistant Campylobacter isolates from conventional and antibiotic-free chicken products.

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Title: Antimicrosporidial activity of (fluoro)quinolones in vitro and in vivo.

Journal: Folia parasitologica 20050501

Title: Evaluation of phototoxic and photoallergic potentials of 13 compounds by different in vitro and in vivo methods.

Journal: Journal of photochemistry and photobiology. B, Biology 20050404

Title: Determination of fluoroquinolones in edible animal tissue samples by high performance liquid chromatography after solid phase extraction.

Journal: Journal of separation science 20050401

Title: Antibacterial studies, DNA oxidative cleavage, and crystal structures of Cu(II) and Co(II) complexes with two quinolone family members, ciprofloxacin and enoxacin.

Journal: Journal of inorganic biochemistry 20050301

Title: Direct determination of five fluoroquinolones in chicken whole blood and in veterinary drugs by HPLC.

Journal: Journal of separation science 20050301

Title: Celecoxib does not induce convulsions nor does it affect GABAA receptor binding activity in the presence of new quinolones in mice.

Journal: European journal of pharmacology 20050110

Title: Induced and photoinduced DNA damage by quinolones: ciprofloxacin, ofloxacin and nalidixic acid determined by comet assay.

Journal: Photochemistry and photobiology 20050101

Title: Flow-injection electrogenerated chemiluminescence determination of fluoroquinolones based on its sensitizing effect.

Journal: Luminescence : the journal of biological and chemical luminescence 20050101

Title: A novel approach to estimate in vitro antibacterial potency of Chinese medicine using a concentration-killing curve method.

Journal: The American journal of Chinese medicine 20050101

Title: Bench-to-bedside review: antimicrobial utilization strategies aimed at preventing the emergence of bacterial resistance in the intensive care unit.

Journal: Critical care (London, England) 20050101

Title: Validation of HPLC method for determination of six fluoroquinolones: cinoxacin, ciprofloxacin, enoxacin, lomefloxacin, norfloxacin and ofloxacin.

Journal: Acta poloniae pharmaceutica 20041201

Title: [Simultaneous determination of quinolones in foods by LC/MS/MS].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20041001

Title: Mycobacterium tuberculosis DNA gyrase: interaction with quinolones and correlation with antimycobacterial drug activity.

Journal: Antimicrobial agents and chemotherapy 20040401

Title: Enoxacin trihydrate.

Journal: Acta crystallographica. Section C, Crystal structure communications 20040401

Title: Partial least squares multicomponent fluorimetric determination of fluoroquinolones in human urine samples.

Journal: Talanta 20040310

Title: Sensitivity and spectrum of bacterial isolates in infectious otitis externa.

Journal: Journal of the College of Physicians and Surgeons--Pakistan : JCPSP 20040301

Title: Effects of eight antibacterial agents on cell survival and expression of epithelial-cell- or cell-adhesion-related genes in human gingival epithelial cells.

Journal: Journal of periodontal research 20040201

Title: Comparative evaluation of antiproliferative activity and induction of apoptosis by some fluoroquinolones with a human non-small cell lung cancer cell line in culture.

Journal: Asian Pacific journal of cancer prevention : APJCP 20040101

Title: Cotransport of macrolide and fluoroquinolones, a beneficial interaction reversing P-glycoprotein efflux.

Journal: American journal of therapeutics 20040101

Title: Spectroscopic properties of various quinolone antibiotics in aqueous-organic solvent mixtures.

Journal: Photochemistry and photobiology 20040101

Title: A randomized controlled trial (volunteer study) of sitafloxacin, enoxacin, levofloxacin and sparfloxacin phototoxicity.

Journal: The British journal of dermatology 20031201

Title: Effects of anti-inflammatory drugs on convulsant activity of quinolones: a comparative study of drug interaction between quinolones and anti-inflammatory drugs.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20031201

Title: Corneal and scleral permeability of quinolones--a pharmacokinetics study.

Journal: Journal of ocular pharmacology and therapeutics : the official journal of the Association for Ocular Pharmacology and Therapeutics 20031201

Title: Flow-injection analysis of two fluoquinolones by the sensitizing effect of terbium(III) on chemiluminescence of the potassium permanganate-sodium sulfite system.

Journal: Talanta 20031104

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Journal: Current drug metabolism 20031001

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Journal: European journal of medicinal chemistry 20030901

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Journal: The Journal of pharmacy and pharmacology 20030801

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Journal: The Japanese journal of antibiotics 20030801

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Journal: Analytical chemistry 20030601

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Title: Direct determination of four fluoroquinolones, enoxacin, norfloxacin, ofloxacin, and ciprofloxacin, in pharmaceuticals and blood serum by HPLC.

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Journal: Journal of health, population, and nutrition 20030301

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Journal: Emerging infectious diseases 20030101

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Journal: Yakushigaku zasshi 20030101

Title: Photo-induced interaction of antibacterial quinolones with human serum albumin.

Journal: Toxicology mechanisms and methods 20030101

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Journal: The Journal of antimicrobial chemotherapy 20021201

Title: Laser flash photolysis study of photoionization in fluoroquinolones.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20021101

Title: The expanding role of fluoroquinolones.

Journal: The American journal of medicine 20020708

Title: Spectrophotometric determination of enoxacin as ion-pairs with bromophenol blue and bromocresol purple in bulk and pharmaceutical dosage form.

Journal: Journal of pharmaceutical and biomedical analysis 20020701

Title: [Phototoxicity studies of pazufloxacin mesilate, a novel parenteral quinolone antimicrobial agent--in vitro and in vivo studies].

Journal: The Japanese journal of antibiotics 20020601

Title: [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].

Journal: The Japanese journal of antibiotics 20020601

Title: In vitro photochemical clastogenicity of quinolone antibacterial agents studied by a chromosomal aberration test with light irradiation.

Journal: Mutation research 20020527

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Journal: Journal of medicinal chemistry 20020523

Title: Multiresidue determination of (fluoro)quinolone antibiotics in swine kidney using liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20020405

Title: Possible involvement of P-glycoprotein in the biliary excretion of grepafloxacin.

Journal: Clinical and experimental pharmacology & physiology 20020301

Title: Possible gatifloxacin-induced fulminant hepatic failure.

Journal: The Annals of pharmacotherapy 20020101

Title: Antituberculosis agents. III. In vitro evaluation of antimycobacterial activity and cytotoxicity of some N-piperazinyl quinolone derivatives.

Journal: Bollettino chimico farmaceutico 20020101

Title: Quinolones and false-positive urine screening for opiates by immunoassay technology.

Journal: JAMA 20011226

Title: In vitro method for prediction of the phototoxic potentials of fluoroquinolones.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20011201

Title: A pharmacokinetic/pharmacodynamic approach to show that not all fluoroquinolones exhibit similar sensitivity toward the proconvulsant effect of biphenyl acetic acid in rats.

Journal: The Journal of antimicrobial chemotherapy 20011201

Title: Biphenylacetic acid enhances the antagonistic action of fluoroquinolones on the GABA(A)-mediated responses of the isolated guinea-pig ileum.

Journal: Pharmacological research 20010901

Title: Is more than one quinolone needed in clinical practice?

Journal: The Annals of pharmacotherapy 20010901

Title: Inhibitory effect of quinolone antimicrobial and nonsteroidal anti-inflammatory drugs on a medium chain acyl-CoA synthetase.

Journal: Biochemical pharmacology 20010801

Title: [Terbium sensitized chemiluminescence of enoxacin].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20010801

Title: Polysaccharide synthesis as a carbon dissipation mechanism in metabolically uncoupled Xanthomonas campestris cells.

Journal: Journal of biotechnology 20010726

Title: Effect of liposomes and niosomes on skin permeation of enoxacin.

Journal: International journal of pharmaceutics 20010521

Title: [Convulsion following the combination of single preoperative oral administration of enoxacine and single postoperative intravenous administration of flurbiprofen axetil].

Journal: Masui. The Japanese journal of anesthesiology 20010401

Title: Analysis of fluoroquinolone-mediated photosensitization of 2'-deoxyguanosine, calf thymus and cellular DNA: determination of type-I, type-II and triplet-triplet energy transfer mechanism contribution.

Journal: Photochemistry and photobiology 20010301

Title: [Effect of subinhibitory levels of aminoglycosides and fluoroquinolines on hydrophobicity and motility of Serratia marcescens].

Journal: Epidemiologie, mikrobiologie, imunologie : casopis Spolecnosti pro epidemiologii a mikrobiologii Ceske lekarske spolecnosti J.E. Purkyne 20010201

Title: Selective separation and simultaneous determination of trace levels of five types of fluorinated quinolone drugs by thin-layer chromatography/fluorescence densitometry.

Journal: Journal of AOAC International 20010101

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Journal: Chemotherapy 20010101

Title: Comparison of side effects of levofloxacin versus other fluoroquinolones.

Journal: Chemotherapy 20010101

Title: Evidence of different profiles of side effects and drug-drug interactions among the quinolones--the pharmacokinetic standpoint.

Journal: Chemotherapy 20010101

Title: Pharmacokinetic aspects of treating infections in the intensive care unit: focus on drug interactions.

Journal: Clinical pharmacokinetics 20010101

Title: Profiles of hepatic and dysrhythmic cardiovascular events following use of fluoroquinolone antibacterials: experience from large cohorts from the Drug Safety Research Unit Prescription-Event Monitoring database.

Journal: Drug safety 20010101

Title: Synthesis and antibacterial activity of some novel N-substituted piperazinyl-quinolones.

Journal: Bollettino chimico farmaceutico 20010101

Title: Pharmacokinetics of enoxacin and its oxometabolite after multiple oral dosing and penetration into prostatic tissue.

Journal: The Journal of antimicrobial chemotherapy 20001201

Title: Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening.

Journal: Antimicrobial agents and chemotherapy 20001001

Title: Anti-toxoplasma activities of 24 quinolones and fluoroquinolones in vitro: prediction of activity by molecular topology and virtual computational techniques.

Journal: Antimicrobial agents and chemotherapy 20001001

Title: A new fluoroquinolone derivative exhibits inhibitory activity against human immunodeficiency virus type 1 replication.

Journal: Chemotherapy 19990101

Title: Cross-reactivity in murine fluoroquinolone photoallergy: exclusive usage of TCR Vbeta13 by immune T cells that recognize fluoroquinolone-photomodified cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 19980415

Title: Role of nitric oxide in the convulsions following the coadministration of enoxacin with fenbufen in mice.

Journal: Japanese journal of pharmacology 19980401

Title: Neurotoxicodynamics of the interaction between ciprofloxacin and foscarnet in mice.

Journal: Antimicrobial agents and chemotherapy 19980301

Title: Role of nitric oxide in the convulsive seizures induced by fluoroquinolones coadministered with 4-biphenyl acetic acid.

Journal: General pharmacology 19971101

Title: Circadian variation in enoxacin-induced convulsions in mice coadministered with fenbufen.

Journal: Japanese journal of pharmacology 19970201

Title: N-1-tert-butyl-substituted quinolones: in vitro anti-Mycobacterium avium activities and structure-activity relationship studies.

Journal: Antimicrobial agents and chemotherapy 19961101

Title: Epileptogenic activity induced by combined treatment with antiinflammatory drugs and enoxacin and its inhibition by a calcium antagonist, nicardipine.

Journal: Methods and findings in experimental and clinical pharmacology 19961101

Title: Structure-activity relationships of quinolone agents against mycobacteria: effect of structural modifications at the 8 position.

Journal: Antimicrobial agents and chemotherapy 19961001

Title: Intermolecular interactions of antimicrobial fluoroquinolones with purified rat liver CYP1A2 studied by proton nuclear magnetic resonance spectroscopy.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 19961001

Title: [In vitro anti-MAC activities of new quinolones in focus (2)].

Journal: Kekkaku : [Tuberculosis] 19960901

Title: Interaction between enoxacin, a new antimicrobial, and nimesulide, a new non-steroidal anti-inflammatory agent in mice.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 19960801

Title: Effects of some quinolones on imipenem-induced seizures in DBA/2 mice.

Journal: General pharmacology 19940301

Title: In-vitro activities of quinolones against mycobacteria.

Journal: The Journal of antimicrobial chemotherapy 19931201

Title: Acute cholestatic liver injury induced by enoxacin.

Journal: Journal of hepatology 19930401

Title: [Effects of drugs on the convulsions induced by the combination of a new quinolone antimicrobial, enoxacin, and a nonsteroidal anti-inflammatory drug, fenbufen, in mice].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 19921001

Title: Repeated treatment with quinolones potentiates the seizures induced by aminophylline in genetically epilepsy-prone rats.

Journal: General pharmacology 19920901

Title: Enoxacin acute liver injury.

Journal: Journal of hepatology 19920501

Title: Interaction of the new quinolone antibacterial agent levofloxacin with fenbufen in mice.

Journal: Arzneimittel-Forschung 19920301

Title: Assessment of temafloxacin neurotoxicity in rodents.

Journal: The American journal of medicine 19911230

Title: Hippocampus and frontal cortex are the potential mediatory sites for convulsions induced by new quinolones and non-steroidal anti-inflammatory drugs.

Journal: International journal of clinical pharmacology, therapy, and toxicology 19910601

Title: Responsiveness of genetically epilepsy-prone rats to aminophylline-induced seizures and interactions with quinolones.

Journal: Neuropharmacology 19910201

Title: Fluoroquinolones protect the human lymphocyte CEM cell line from HIV-1-mediated cytotoxicity.

Journal: Cell structure and function 19901001

Title: Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.

Journal: The Journal of antimicrobial chemotherapy 19900901

Title: In vitro and in vivo antibacterial activities of AT-4140, a new broad-spectrum quinolone.

Journal: Antimicrobial agents and chemotherapy 19890801

Title: Comparative antimycobacterial activities of difloxacin, temafloxacin, enoxacin, pefloxacin, reference fluoroquinolones, and a new macrolide, clarithromycin.

Journal: Antimicrobial agents and chemotherapy 19890401

Title: Effect of enoxacin on theophylline neurotoxicity.

Journal: Life sciences 19890101

Title: Norfloxacin and seizures.

Journal: Annals of internal medicine 19880715

Title: Enoxacin in acute exacerbations of chronic bronchitis: a comparison with amoxycillin.

Journal: The Journal of antimicrobial chemotherapy 19880201

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Title: Activity of five fluoroquinolones against Mycobacterium avium-intracellulare complex and M. xenopi.

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Title: Comparative in-vitro activity of five fluoroquinolones against mycobacteria.

Journal: The Journal of antimicrobial chemotherapy 19870501

Title: In-vitro activity of six fluorinated quinolones against Mycobacterium tuberculosis.

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Title: Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria.

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Tags:74011-58-8 Molecular Formula|74011-58-8 MDL|74011-58-8 SMILES|74011-58-8 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8-naphthyridine-3-carboxylic acid