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O0877

Oxolinic acid

Name: Oxolinic acid
Brand: SIGMA

quinolone antibiotic

Synonym(s):

5,8-Dihydro-5-ethyl-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₁₁NO₅

CAS Number:

14698-29-4

Molecular Weight:

261.23

UNSPSC Code:

51282935

NACRES:

NA.85

PubChem Substance ID:

24278604

EC Number:

238-750-8

Beilstein/REAXYS Number:

620635

MDL number:

MFCD00056775

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Quality Level

200

antibiotic activity spectrum

Gram-negative bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

2-8°C

SMILES string

CCN1C=C(C(O)=O)C(=O)c2cc3OCOc3cc12

InChI

1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)

InChI key

KYGZCKSPAKDVKC-UHFFFAOYSA-N

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Related Categories

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

General description

Chemical structure: quinolone

Application

Oxolinic acid is used to study new transmissible resistance mechanisms qnrA, qnrB, qnrS, and aac(6′)Ib-cr, in Escherichia coli and Salmonella enterica. Oxolinic acid is added to culture medium for the isolation of Gardnerella vaginalis.

Biochem/physiol Actions

Oxolinic acid is a quinolone antibiotic. It is a DNA-gyrase (topoisomerase II) inhibitor used for studies on DNA winding and coiling and acts as a dopamine reuptake inhibitor for studies on dopaminergic neurotransmission processes.

Other Notes

5g,25g

Keep container tightly closed in a dry and well-ventilated place.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

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Colistin-oxolinic acid blood agar: a selective medium for the isolation of Gardnerella vaginalis.

J S Thompson

Journal of clinical microbiology, 21(5), 843-843 (1985-05-01)

Colistin-oxolinic acid medium is proposed as a selective isolation medium for Gardnerella vaginalis. The medium is effective in inhibiting staphylococci and gram-negative bacteria while allowing growth of G. vaginalis.

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

Xiuhong Wang et al.

The Journal of antimicrobial chemotherapy, 65(3), 520-524 (2010-01-14)

Quinolone-mediated death of Escherichia coli has been proposed to occur by two pathways. One is blocked by inhibitors of protein synthesis; the other is not. It is currently unknown how these two pathways fit with the recent observation that hydroxyl

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

Quoc Tuc Dinh et al.

Talanta, 85(3), 1238-1245 (2011-08-03)

This study presents the development of an automated on-line solid phase extraction (SPE)-liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the determination of 23 antibiotics in environmental water samples. After optimisation of LC-MS/MS conditions, SPE parameters such as sorbent type, sample

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

Alketa Tarushi et al.

Journal of inorganic biochemistry, 103(6), 898-905 (2009-04-28)

The neutral mononuclear zinc complexes with the quinolone antibacterial drug oxolinic acid in the absence or presence of a nitrogen donor heterocyclic ligand 2,2'-bipyridine or 1,10-phenanthroline have been synthesized and characterized. The experimental data suggest that oxolinic acid is on

Behavioural and neurochemical evidence that the antimicrobial agent oxolinic acid is a dopamine uptake inhibitor.

J Garcia de Mateos-Verchere et al.

European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 8(4), 255-259 (1999-02-03)

The antimicrobial agent oxolinic acid, injected i.p. in mice, induced a dose dependent increase in locomotor activity. This stimulation culminated at the 32 mg/kg dose and became smaller for higher doses (64-128 mg/kg). When opposed to increasing doses (50-100-200 microg/kg

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Global Trade Item Number

SKU	GTIN
O0877-5G	04061835507078
O0877-25G	04061834212652

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