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14698-29-4,MFCD00056775
Catalog No.:AA00324D

14698-29-4 | Oxolinic Acid

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1g
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$37.00   $26.00
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5g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00324D
Chemical Name:
Oxolinic Acid
CAS Number:
14698-29-4
Molecular Formula:
C13H11NO5
Molecular Weight:
261.2301
MDL Number:
MFCD00056775
SMILES:
CCn1cc(C(=O)O)c(=O)c2c1cc1OCOc1c2
Properties
Properties
 
BP:
473.2 °C at 760 mmHg  
Form:
Solid  
MP:
314-316 °C (dec.)  
Refractive Index:
1.5500 (estimate)  
Solubility:
Soluble in 0.5N NaOH with warming  
Stability:
Light Sensitive  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
446  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
-0.2  

Literature

Title: Treatment of vibriosis in European sea bass larvae, Dicentrarchus labrax L., with oxolinic acid administered by bath or through medicated nauplii of Artemia franciscana (Kellogg): efficacy and residual kinetics.

Journal: Journal of fish diseases 20120701

Title: Salmon aquaculture and antimicrobial resistance in the marine environment.

Journal: PloS one 20120101

Title: Determination of quinolone residues in infant and young children powdered milk combining solid-phase extraction and ultra-performance liquid chromatography-tandem mass spectrometry.

Journal: Journal of chromatography. A 20111021

Title: Nickel-quinolones interaction. Part 5-Biological evaluation of nickel(II) complexes with first-, second- and third-generation quinolones.

Journal: Journal of inorganic biochemistry 20111001

Title: Measurement of trace levels of antibiotics in river water using on-line enrichment and triple-quadrupole LC-MS/MS.

Journal: Talanta 20110915

Title: Microarray analyses of shrimp immune responses.

Journal: Marine biotechnology (New York, N.Y.) 20110801

Title: Effects of light regime and oxygen profile on transformation of oxolinic acid in pond sediment.

Journal: Bioresource technology 20110501

Title: The Streptococcus pneumoniae pilus-1 displays a biphasic expression pattern.

Journal: PloS one 20110101

Title: Nasopharyngeal bacterial colonization and gene polymorphisms of mannose-binding lectin and toll-like receptors 2 and 4 in infants.

Journal: PloS one 20110101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Degradation of the antibiotic oxolinic acid by photocatalysis with TiO2 in suspension.

Journal: Water research 20101001

Title: Suppression of pine wilt disease by an antibacterial agent, oxolinic acid.

Journal: Pest management science 20100601

Title: Contribution of reactive oxygen species to pathways of quinolone-mediated bacterial cell death.

Journal: The Journal of antimicrobial chemotherapy 20100301

Title: Supramolecular solvents in solid sample microextractions: application to the determination of residues of oxolinic acid and flumequine in fish and shellfish.

Journal: Journal of chromatography. A 20100226

Title: Nickel-quinolones interaction. Part 2--interaction of nickel(II) with the antibacterial drug oxolinic acid.

Journal: Journal of inorganic biochemistry 20100201

Title: In vivo modulation of immune response and antioxidant defense in Atlantic cod, Gadus morhua following oral administration of oxolinic acid and florfenicol.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20091101

Title: Differential gene expression in black tiger shrimp, Penaeus monodon, following administration of oxytetracycline and oxolinic acid.

Journal: Developmental and comparative immunology 20091001

Title: Quantitation and identity confirmation of residues of quinolones in tilapia fillets by LC-ESI-MS-MS QToF.

Journal: Analytical and bioanalytical chemistry 20090801

Title: Synthesis of amino acid derivatives of quinolone antibiotics.

Journal: Organic & biomolecular chemistry 20090607

Title: Zinc complexes of the antibacterial drug oxolinic acid: structure and DNA-binding properties.

Journal: Journal of inorganic biochemistry 20090601

Title: Degradation of oxolinic acid and flumequine in aquaculture pond waters and sediments.

Journal: Chemosphere 20090401

Title: Are liquid chromatography/electrospray tandem quadrupole fragmentation ratios unequivocal confirmation criteria?

Journal: Rapid communications in mass spectrometry : RCM 20090401

Title: Oxolinic acid photo-oxidation using immobilized TiO(2).

Journal: Journal of hazardous materials 20081030

Title: gyrA and parC associated with quinolone resistance in Vibrio anguillarum.

Journal: Journal of fish diseases 20080501

Title: Novel copper(II) complex of N-propyl-norfloxacin and 1,10-phenanthroline with enhanced antileukemic and DNA nuclease activities.

Journal: Journal of medicinal chemistry 20080214

Title: Study on the interaction between oxolinic acid aggregates and protein and its analytical application.

Journal: Analytica chimica acta 20070716

Title: Development of an in vivo assay to assess attachment of Neoparamoeba sp. (an amphizoic gymnamoeba) to the gills of Atlantic salmon, Salmo salar L.

Journal: Journal of fish diseases 20070301

Title: [Residues of tetracycline and quinolones in wild fish living around a salmon aquaculture center in Chile].

Journal: Revista chilena de infectologia : organo oficial de la Sociedad Chilena de Infectologia 20070201

Title: Structure and medium effects on the photochemical behavior of nonfluorinated quinolone antibiotics.

Journal: Photochemistry and photobiology 20070101

Title: Synthesis, structure and biological activity of copper(II) complexes with oxolinic acid.

Journal: Journal of inorganic biochemistry 20061101

Title: Epidemiologic cutoff values for antimicrobial agents against Aeromonas salmonicida isolates determined by frequency distributions of minimal inhibitory concentration and diameter of zone of inhibition data.

Journal: American journal of veterinary research 20061101

Title: Survey of antibiotic resistance in an integrated marine aquaculture system under oxolinic acid treatment.

Journal: FEMS microbiology ecology 20060301

Title: Population-based case-control study of oxoline acid use during pregnancy for birth outcomes.

Journal: Congenital anomalies 20060301

Title: Study on the interaction between nucleic acid and Eu3+-oxolinic acid and the determination of nucleic acid using the resonance light scattering technique.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20051201

Title: Antibiotic resistance in bacteria from shrimp farming in mangrove areas.

Journal: The Science of the total environment 20051015

Title: Vibrational spectroscopic characterization of fluoroquinolones.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050501

Title: Study of the evolution and degradation products of ciprofloxacin and oxolinic acid in river water samples by HPLC-UV/MS/MS-MS.

Journal: Journal of environmental monitoring : JEM 20050301

Title: Micellar electrokinetic chromatography for determination of drug partition in phospholipids.

Journal: Farmaco (Societa chimica italiana : 1989) 20050101

Title: Multiresidue method for simultaneous determination of ten quinolone antibacterial residues in multimatrix/multispecies animal tissues by liquid chromatography with fluorescence detection: single laboratory validation study.

Journal: Journal of AOAC International 20050101

Title: Multiresidue determination of eleven quinolones in milk by liquid chromatography with fluorescence detection.

Journal: Journal of AOAC International 20050101

Title: Potential drug (oxytetracycline and oxolinic acid) pollution from Mediterranean sparid fish farms.

Journal: Aquatic toxicology (Amsterdam, Netherlands) 20040825

Title: The bryophyte Fontinalis antipyretica Hedw. bioaccumulates oxytetracycline, flumequine and oxolinic acid in the freshwater environment.

Journal: The Science of the total environment 20040425

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

Journal: Antimicrobial agents and chemotherapy 20040401

Title: Experimental study on the bioaccumulation of oxytetracycline and oxolinic acid by the blue mussel (Mytilus edulis). An evaluation of its ability to bio-monitor antibiotics in the marine environment.

Journal: Marine pollution bulletin 20040301

Title: The efficacy of a single intraperitoneal injection of oxolinic acid in the treatment of bacterial infections in goldsinny wrasse (Ctenolabrus rupestris) and corkwing wrasse (Symphodus melops) studied under field and laboratory conditions.

Journal: Journal of veterinary pharmacology and therapeutics 20030601

Title: A single-dose pharmacokinetic study of oxolinic acid and vetoquinol, an oxolinic acid ester, in cod, Gadus morhua L., held in sea water at 8 degrees C and in vitro antibacterial activity of oxolinic acid against Vibrio anguillarum strains isolated from diseased cod.

Journal: Journal of fish diseases 20030601

Title: Lack of effects of oxolinic acid on spermatogenesis in young adult and aged Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20021201

Title: High-performance liquid chromatographic method with fluorescence detection for the screening and quantification of oxolinic acid, flumequine and sarafloxacin in fish.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021125

Title: Preferential binding of quinolones to DNA with alternating G, C / A, T sequences: a spectroscopic study.

Journal: Journal of biomolecular structure & dynamics 20021001

Title: [Determination of oxolinic acid residues in baked and fresh eels by high performance liquid chromatography without derivatization].

Journal: Se pu = Chinese journal of chromatography 20020901

Title: Determination of oxolinic acid in the bryophyte Fontinalis antipyretica by liquid chromatography with fluorescence detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020725

Title: A unique type II topoisomerase mutant that is hypersensitive to a broad range of cleavage-inducing antitumor agents.

Journal: Biochemistry 20020625

Title: A cosolvency model to predict solubility of drugs at several temperatures from a limited number of solubility measurements.

Journal: Chemical & pharmaceutical bulletin 20020501

Title: Evaluation of five selective media for isolation of catalase-negative gram-positive cocci from bulk tank milk.

Journal: Journal of dairy science 20020501

Title: On the effect of covalently appended quinolones on termini of DNA duplexes.

Journal: Journal of the American Chemical Society 20020424

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: [Oxytetracycline and oxolinic acid residues in kuruma prawn (Penaeus japonicus) and the effect of cooking procedures on the residues].

Journal: Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan 20020401

Title: Determination of residues of oxolinic acid and flumequine in freeze-dried salmon muscle and skin by HPLC with fluorescence detection.

Journal: Food additives and contaminants 20020301

Title: Using nonaqueous capillary electrophoresis to analyze several quinolones in pig kidney samples.

Journal: Electrophoresis 20020201

Title: Fast-scanning fluorescence spectroscopy as a detection system in liquid chromatography for confirmatory analysis of flumequine and oxolinic acid.

Journal: Journal of chromatography. A 20020104

Title: Antibiotic use in plant agriculture.

Journal: Annual review of phytopathology 20020101

Title: Synthesis, characterization and antitumor activity of quinolone-platinum(II) conjugates.

Journal: Journal of inorganic biochemistry 20011201

Title: The effect of soybean oil refuse powder used as vehicle on the absorption of oxolinic acid in chickens under fasting and nonfasting conditions and the correlation with in vitro dissolution.

Journal: Journal of veterinary pharmacology and therapeutics 20011001

Title: The looped domain organization of the nucleoid in histone-like protein defective Escherichia coli strains.

Journal: Biochimie 20010901

Title: gyrB-225, a mutation of DNA gyrase that compensates for topoisomerase I deficiency: investigation of its low activity and quinolone hypersensitivity.

Journal: Journal of molecular biology 20010622

Title: Absorption, tissue distribution and excretion of flumequine and oxolinic acid in corkwing wrasse (Symphodus melops) following a single intraperitoneal injection or bath treatment.

Journal: Journal of veterinary pharmacology and therapeutics 20010401

Title: High-performance liquid chromatographic determination of oxolinic acid and flumequine in the live fish feed artemia.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010225

Title: Positive effects of some gyrase inhibitors on survival and development of Pimpla turionellae (Hymenoptera: Ichneumonidae) larvae reared on an artificial diet.

Journal: Journal of economic entomology 20010201

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: Anti-Mycobacterium avium activity of quinolones: in vitro activities.

Journal: Antimicrobial agents and chemotherapy 19930901

Title: [Drug-induced urolithiasis caused by N4-acetylsulfamethoxazole (Biseptol) and oxolinic acid (Desurol)].

Journal: Rozhledy v chirurgii : mesicnik Ceskoslovenske chirurgicke spolecnosti 19921101

Title: Assessment of temafloxacin neurotoxicity in rodents.

Journal: The American journal of medicine 19911230

Title: The proconvulsive activity of quinolone antibiotics in an animal model.

Journal: Toxicology letters 19910901

Title: The calcium entry blockers: anti-manic drugs?

Journal: Progress in neuro-psychopharmacology & biological psychiatry 19860101

Title: Quinolone antimicrobial agents. 1. Versatile new synthesis of 1-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids.

Journal: Journal of medicinal chemistry 19780501

Title: M J Kershaw, et al. The antibacterial and pharmacological activity of oxolinic acid (Prodoxol). J Antimicrob Chemother. 1975 Sep;1(3):311-5.

Title: S H Manes, et al. Inhibition of RNA synthesis by oxolinic acid is unrelated to average DNA supercoiling. J Bacteriol. 1983 Jul; 155(1): 420-423.

Title: J Garcia de Mateos-Verchere, et al. Behavioural and neurochemical evidence that the antimicrobial agent oxolinic acid is a dopamine uptake inhibitor. Eur Neuropsychopharmacol. 1998 Dec;8(4):255-9.

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