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
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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)
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
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
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
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
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