C8645
Cinoxacin
别名:
1-Ethyl-1,4-dihydro-4-oxo-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
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关于此项目
经验公式（希尔记法）:
C12H10N2O5
化学文摘社编号:
分子量:
262.22
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
249-133-8
MDL number:
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
General description
Chemical structure: quinolone
Application
Cinoxacin was used to study the rat renal organic anion transporter 1 (OAT1). It is used to study fluoroquinolone-resistant Streptococcus pyogenes.
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.
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
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
M Ruiz et al.
Journal of inorganic biochemistry, 59(4), 801-810 (1995-09-01)
The structural and spectroscopic properties of a new copper (II) complex of cinoxacin (HCx) have been investigated. The complex [Cu(Cx)2].2H2O crystallizes in the monoclinic system, space group P2(1)/c. The cell dimensions are: a = 7.998(2), b = 7.622(1), c =
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
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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