C8645

Cinoxacin

Name: Cinoxacin
Brand: SIGMA

Synonym(e):

1-Ethyl-1,4-dihydro-4-oxo-[1,3]dioxolo[4,5-g]cinnolin-3-carbonsäure

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Über diesen Artikel

Empirische Formel (Hill-System):

C₁₂H₁₀N₂O₅

CAS-Nummer:

28657-80-9

Molekulargewicht:

262.22

NACRES:

NA.85

PubChem Substance ID:

24278343

UNSPSC Code:

51102829

EC Number:

249-133-8

MDL number:

MFCD00056776

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Unterstützung erhalten

form

powder or crystals

Quality Level

200

antibiotic activity spectrum

Gram-negative bacteria

mode of action

DNA synthesis | interferes, enzyme | inhibits

SMILES string

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

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)

InChI key

VDUWPHTZYNWKRN-UHFFFAOYSA-N

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Dieser Artikel	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.

Lagerklasse

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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Analysenzertifikate (COA)

Lot/Batch Number

0000488864

0000485861

0000341548

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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

The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1.

S Jariyawat et al.

The Journal of pharmacology and experimental therapeutics, 290(2), 672-677 (1999-07-20)

In the present study, we investigated the interactions between antibiotics, especially beta-lactam antibiotics, and rat renal organic anion transporter 1 (OAT1). [(14)C]p-Aminohippurate (PAH) uptake via OAT1 expressed in Xenopus laevis oocytes was inhibited by all of the penicillins and cephalosporins

Only some anticonvulsants protect against seizures induced by aminophylline in quinolone-treated genetically epilepsy prone rats.

A De Sarro et al.

General pharmacology, 24(6), 1393-1401 (1993-11-01)

1. The effects of some anticonvulsant drugs against seizures induced by a combined treatment with aminophylline and quinolone in genetically epilepsy-prone rat have been investigated. 2. Animals were intraperitoneally pretreated with carbamazepine, diazepam, phenobarbital, CPPene and dizocilpine or saline and

Interactions of metal ions with two quinolone antimicrobial agents (cinoxacin and ciprofloxacin). Spectroscopic and X-ray structural characterization. Antibacterial studies.

M P López-Gresa et al.

Journal of inorganic biochemistry, 92(1), 65-74 (2002-09-17)

Several novel metal-quinolone compounds have been synthesized and characterized by analytical, spectroscopic and X-ray diffraction methods. The crystal structure of the four compounds, Na(2)[(Cd(Cx)3)(Cd(Cx)3(H2O))].12H2O, [Co(Cp)2(H2O)2].9H2O, [Zn(Cp)2(H2O)2].8H2O and [Cd(HCp)2(Cl)2].4H2O, is presented and discussed: HCx=1-ethyl-1,4-dihydro-4-oxo(1,3)-dioxolo(4,5-g)cinnoline-3-carboxylic acid and HCp=1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid. In all

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Global Trade Item Number

SKU	GTIN
C8645-5G	04061833610329
C8645-1G	04061826754078

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