C8645
Cinoxacin
Sinónimos:
1-Ethyl-1,4-dihydro-4-oxo-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
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About This Item
Fórmula empírica (notación de Hill):
C12H10N2O5
Número de CAS:
Peso molecular:
262.22
Número CE:
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85
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Formulario
powder or crystals
Nivel de calidad
espectro de actividad antibiótica
Gram-negative bacteria
Modo de acción
DNA synthesis | interferes
enzyme | inhibits
cadena SMILES
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)
Clave InChI
VDUWPHTZYNWKRN-UHFFFAOYSA-N
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Descripción general
Chemical structure: quinolone
Aplicación
Cinoxacin was used to study the rat renal organic anion transporter 1 (OAT1). It is used to study fluoroquinolone-resistant Streptococcus pyogenes.
Acciones bioquímicas o fisiológicas
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.
Otras notas
Keep container tightly closed in a dry and well-ventilated place.
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 2
Punto de inflamabilidad (°F)
Not applicable
Punto de inflamabilidad (°C)
Not applicable
Equipo de protección personal
Eyeshields, Gloves, type N95 (US)
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Lucija Peterlin-Masic et al.
Bioorganic & medicinal chemistry letters, 13(5), 789-794 (2003-03-06)
The design, synthesis and biological activity of non-covalent thrombin inhibitors incorporating 4,5,6,7-tetrahydroindazole, 2-methyl-4,5,6,7-tetrahydroindazole, 4,5,6,7-tetrahydroisoindole, 5,6,7,8-tetrahydroquinazoline and 5,6,7,8-tetrahydroquinazolin-2-amine as novel, partially saturated, heterobicyclic P(1)-arginine side-chain mimetics is described. The binding mode of the most potent candidate in the series co-crystallized with
D R Guay
Drug intelligence & clinical pharmacy, 16(12), 916-921 (1982-12-01)
Cinoxacin, a synthetic organic acid antibacterial agent, related structurally to nalidixic and oxolinic acid, has been approved for the treatment of initial and recurrent urinary tract infections (UTIs) caused by susceptible gram-negative microorganisms. The role of cinoxacin in the treatment
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
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
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)
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