C8645

Cinoxacin

Name: Cinoxacin
Brand: SIGMA
Price: 613 PLN

Synonim(y):

1-Ethyl-1,4-dihydro-4-oxo-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid

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1 G

613,00 zł

5 G

2650,00 zł

613,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):

C₁₂H₁₀N₂O₅

Numer CAS:

28657-80-9

Masa cząsteczkowa:

262.22

NACRES:

NA.85

PubChem Substance ID:

24278343

UNSPSC Code:

51102829

EC Number:

249-133-8

MDL number:

MFCD00056776

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InChI key

VDUWPHTZYNWKRN-UHFFFAOYSA-N

InChI

1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)

SMILES string

CCN1N=C(C(O)=O)C(=O)c2cc3OCOc3cc12

form

powder or crystals

antibiotic activity spectrum

Gram-negative bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

Quality Level

200

Powiązane kategorie

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

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Ta pozycja	17850	O0877	N4382
Sigma-Aldrich C8645 Cinoxacin	Sigma-Aldrich 17850 Ciprofloxacin	Sigma-Aldrich O0877 Oxolinic acid	Sigma-Aldrich N4382 Nalidixic acid sodium salt
antibiotic activity spectrum Gram-negative bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria
mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action DNA synthesis \| interferes, enzyme \| inhibits
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200
form powder or crystals	form powder or crystals	form -	form powder

General description

Chemical structure: quinolone

Application

Cinoxacin was used to study the rat renal organic anion transporter 1 (OAT1).[1] It is used to study fluoroquinolone-resistant Streptococcus pyogenes.[2]

Biochem/physiol Actions

Cinoxacin is a synthetic antimicrobial agent that interferes with DNA replication by inhibiting DNA gyrase and topoisomerase IV (topo IV) through tight DNA binding. The mechanism of action of cinoxacin is comparable to nalidixic acid. Cinoxacin is effective against Gram-negative bacteria and is often used to treat urinary tract infections caused by E. coli, Proteus mirabilis, Proteus vulgaris and Klebsiella sp.[3]

Other Notes

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

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Klasa składowania

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certyfikaty analizy (CoA)

Lot/Batch Number

0000488864

0000485861

0000341548

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Odwiedź Bibliotekę dokumentów

Cinoxacin complexes with divalent metal ions. Spectroscopic characterization. Crystal structure of a new dinuclear Cd(II) complex having two chelate-bridging carboxylate groups. Antibacterial studies.

M Ruíz et al.

Journal of inorganic biochemistry, 69(4), 231-239 (1998-07-09)

Several cinoxacin (HCx) complexes with divalent metal ions have been prepared and characterized by spectroscopic techniques. The crystal structure of [Cd2(Cx)4(H2O)2].10H2O has been determined by X-ray diffraction. The complex is triclinic, space group P1 with unit-cell dimensions: a = 10.412(2)

Synthesis, primary photophysical and antibacterial properties of naphthyl ester cinoxacin and nalidixic acid derivatives.

Franklin Vargas et al.

Journal of photochemistry and photobiology. B, Biology, 92(2), 83-90 (2008-06-20)

We have synthesized two naphthyl ester quinolone derivates and determined their ability to generate reactive oxygen species (ROS) such as (1)O(2), ()OH, H(2)O(2) upon photolysis with UV-A light. The ability of cinoxacin (1) and nalidixic acid (2), and their naphthyl

Emergence of fluoroquinolone-resistant Streptococcus pyogenes in Japan by a point mutation leading to a new amino acid substitution.

Kazuaki Arai et al.

The Journal of antimicrobial chemotherapy, 66(3), 494-498 (2010-12-22)

Streptococcus pyogenes causes various diseases in humans. While the prevalence of fluoroquinolone-resistant S. pyogenes isolates has been increasing since 2000 in the USA and Europe, it has remained very low in Japan. We isolated a fluoroquinolone-resistant S. pyogenes strain and

Effect of nalidixic acid, pipemidic acid and cinoxacin on chondrocyte metabolism in explants of articular cartilage.

H S Brand et al.

Clinical and experimental rheumatology, 8(4), 393-395 (1990-07-01)

Explants of immature bovine articular cartilage were exposed to nalidixic acid, pipemidic acid and cinoxacin at one and ten times the human therapeutic plasma level for 7 days. Only nalidixic acid had significant effects on the chondrocyte metabolism. 20 micrograms/ml

Stability constants of copper(II) mixed complexes with some 4-quinolone antibiotics and (N-N) donors.

G Mendoza-Díaz et al.

Journal of inorganic biochemistry, 64(3), 207-214 (1996-11-15)

Studies of complexation equilibria of the antibiotic anions nalidixate and cinoxacinate with [Cu(phen)]2+ and [Cu(bipy)]2+ are reported. These studies indicate that the stability of this type of complex is strongly related to the metal environment. A correlation between the stability

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