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Merck

O0877

Oxolinic acid

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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5 G

€ 103,00

25 G

€ 417,00

€ 103,00

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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

Key Documents

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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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1 of 4

This Item
67126O0240000C8645
Oxolinic acid quinolone antibiotic

Sigma-Aldrich

O0877

Oxolinic acid

Oxolinic acid analytical standard

Supelco

67126

Oxolinic acid

Oxolinic acid European Pharmacopoeia (EP) Reference Standard

O0240000

Oxolinic acid

Cinoxacin

Sigma-Aldrich

C8645

Cinoxacin

antibiotic activity spectrum

Gram-negative bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

mode of action

-

mode of action

DNA synthesis | interferes, enzyme | inhibits

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

200

solubility

0.5 M NaOH: soluble 50 mg/mL

solubility

-

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

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[1].

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

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000519071
0000519070
0000519070
0000519071
0000489214

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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
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.
Hyeok Ran Kwon et al.
Pest management science, 66(6), 634-639 (2010-02-13)
Pine wilt disease (PWD) is very complex and has been reported to be caused by pine wood nematode, Bursaphelenchus xylophilus (Steiner & Buhrer) Nickle, and its accompanying bacteria. However, there is no report on the control of PWD by antibacterial
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
Kalliopi C Skyrianou et al.
Journal of inorganic biochemistry, 105(10), 1273-1285 (2011-08-09)
The nickel(II) complexes with the quinolone antibacterial agents oxolinic acid, flumequine, enrofloxacin and sparfloxacin in the presence of the N,N'-donor heterocyclic ligand 2,2'-bipyridylamine have been synthesized and characterized. The quinolones act as bidentate ligands coordinated to Ni(II) ion through the
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Related Content

Product Information Sheet - O0877

Product Information Sheet

Global Trade Item Number

SKUGTIN
O0877-25G04061834212652
O0877-5G04061835507078

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