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Merck

O0877

Oxolinic acid

quinolone antibiotic

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C13H11NO5
Numéro CAS:
Poids moléculaire :
261.23
UNSPSC Code:
51282935
NACRES:
NA.85
PubChem Substance ID:
EC Number:
238-750-8
Beilstein/REAXYS Number:
620635
MDL number:
Service technique
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Quality Level

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

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.


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Hazard Classifications

Acute Tox. 4 Oral

Classe de stockage

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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Contenu apparenté

Product Information Sheet


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.
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