Cinoxacin - CAS 28657-80-9
Catalog number:
28657-80-9
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C12H10N2O5
Molecular Weight:
262.22
COA:
Inquire
Targets:
Antibacterial
Description:
Cinoxacin, a quinolone carboxylic acid derivative that structurally resembles ciprofloxacin, was an older synthetic antimicrobial to treat urinary tract infections.
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Appearance:
Light yellow powder
Synonyms:
1-ethyl-4-oxo-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid 64716, Compound Acid, Azolinic Azolinic Acid Cinobac Cinoxacin Clinoxacin Compound 64716
Solubility:
Soluble in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -30℃ for long term (months to years).
MSDS:
Inquire
Shelf Life:
2 years
Boiling Point:
517.2±60.0 °C | Condition: Press: 760 Torr
Melting Point:
261 °C (decomp)
Density:
1≅+-.0.1 g/cm3
InChIKey:
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)
Canonical SMILES:
CCN1C2=CC3=C(C=C2C(=O)C(=N1)C(=O)O)OCO3
1.Trace analysis of quinolone and fluoroquinolone antibiotics from wastewaters by liquid chromatography-electrospray tandem mass spectrometry.
Xiao Y1, Chang H, Jia A, Hu J. J Chromatogr A. 2008 Dec 19;1214(1-2):100-8. doi: 10.1016/j.chroma.2008.10.090. Epub 2008 Oct 31.
A sensitive liquid chromatography-electrospray tandem mass spectrometry method, combined with solid-phase extraction and a weak cation exchange cartridge cleanup, was established for twenty quinolone and fluoroquinolone antibiotics (pipemidic acid, flerofloxacin, ofloxacin, pefloxacin, enoxacin, norfloxacin, ciprofloxacin, danofloxacin, enrofloxacin, lomefloxacin, difloxacin, sarafloxacin, gatifloxacin, sparfloxacin, moxifloxacin, cinoxacin, oxolinic acid, nalidixic acid, flumequine, and piromidic acid) in influent, effluent, and river waters. For the various water matrices considered, the overall recoveries were from 64% to 127% except for piromidic acid (27-33%), and no obvious matrix effect was observed. The method detection limits for the twenty target antibiotics in the influent, effluent, and surface water samples were 1.6-50 ng/L, 0.6-50 ng/L, and 0.8-50 ng/L, respectively. This method was applied to analyze residual quinolone and fluoroquinolone antibiotics in wastewater and surface water samples from Beijing, China.
2.Synthesis of amino acid derivatives of quinolone antibiotics.
Katritzky AR1, Munawar MA, Kovacs J, Khelashvili L. Org Biomol Chem. 2009 Jun 7;7(11):2359-62. doi: 10.1039/b900762h. Epub 2009 Mar 31.
Optically pure conjugates of quinolone antibiotics with naturally occurring amino acids are synthesized in 40-98% yields.
3.New uses for old drugs: attempts to convert quinolone antibacterials into potential anticancer agents containing ruthenium.
Kljun J1, Bratsos I, Alessio E, Psomas G, Repnik U, Butinar M, Turk B, Turel I. Inorg Chem. 2013 Aug 5;52(15):9039-52. doi: 10.1021/ic401220x. Epub 2013 Jul 25.
Continuing the study of the physicochemical and biological properties of ruthenium-quinolone adducts, four novel complexes with the general formula [Ru([9]aneS3)(dmso-κS)(quinolonato-κ(2)O,O)](PF6), containing the quinolones levofloxacin (1), nalidixic acid (2), oxolinic acid (3), and cinoxacin (4), were prepared and characterized in solid state as well as in solution. Contrary to their organoruthenium analogues, these complexes are generally relatively stable in aqueous solution as substitution of the dimethylsulfoxide (dmso) ligand is slow and not quantitative, and a minor release of the quinolonato ligand is observed only in the case of 4. The complexes bind to serum proteins displaying relatively high binding constants. DNA binding was studied using UV-vis spectroscopy, cyclic voltammetry, and performing viscosity measurements of CT DNA solutions in the presence of complexes 1-4. These experiments show that the ruthenium complexes interact with DNA via intercalation.
4.Quantitation of fluoroquinolones in honey using tandem mass spectrometry (LC-MS/MS): nested validation with two mass spectrometers.
Durden DA1, Fernandes G. J AOAC Int. 2010 Sep-Oct;93(5):1633-55.
A number of drugs in the quinolone and fluoroquinolone families, approved for veterinary treatment of food animals by various countries, may be used to treat bee diseases and thereby contaminate honey. An LC-MS/MS method has been developed for the quantification of the quinolones: flumequine, nalidixic acid, oxolinic acid, and pipemidic acid; and the fluoroquinolones ciprofloxacin, danofloxacin, difloxacin, enrofloxacin, norfloxacin, ofloxacin, orbifloxacin, marbofloxacin, sarafloxacin, and sparfloxacin. A method-matched calibration curve is used with several internal standards, i.e., ciprofloxacin-d8, Iomefloxacin, and cinoxacin, to correct for the various types of honey matrices: white, light, medium, and dark colors. Enoxacin is added as an external recovery standard. The LOD values range from 0.05 microg/kg (ofloxacin) to 0.4 microg/kg (flumequine). The compounds are verified by LC-MS/MS retention times and ion ratios. Method uncertainty was determined using two separate analytical systems.
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CAS 28657-80-9 Cinoxacin

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