Tosufloxacin tosylate
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| Category | Enzyme inhibitors |
| Catalog number | BBF-03771 |
| CAS | 115964-29-9 |
| Molecular Weight | 576.543 |
| Molecular Formula | C26H23F3N4O6S |
| Purity | ≥95% |
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Description
Tosufloxacin is a fluoroquinolone antibiotic with activity against Gram-positive and Gram-negative aerobic bacteria, anaerobic bacteria and Chlamydia trachomatis. It acts as an inhibitor of bacterial DNA gyrase and topoisomerase IV.
Specification
| Synonyms | Tosuxacin; Ozex; 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid tosylate |
| Storage | Store at -20°C |
| IUPAC Name | 7-(3-aminopyrrolidin-1-yl)-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid;4-methylbenzenesulfonic acid |
| Canonical SMILES | CC1=CC=C(C=C1)S(=O)(=O)O.C1CN(CC1N)C2=C(C=C3C(=O)C(=CN(C3=N2)C4=C(C=C(C=C4)F)F)C(=O)O)F |
| InChI | InChI=1S/C19H15F3N4O3.C7H8O3S/c20-9-1-2-15(13(21)5-9)26-8-12(19(28)29)16(27)11-6-14(22)18(24-17(11)26)25-4-3-10(23)7-25;1-6-2-4-7(5-3-6)11(8,9)10/h1-2,5-6,8,10H,3-4,7,23H2,(H,28,29);2-5H,1H3,(H,8,9,10) |
| InChI Key | CSSQVOKOWWIUCX-UHFFFAOYSA-N |
Properties
| Appearance | Crystalline Solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 614.4°C at 760 mmHg |
| Melting Point | 251-252°C |
| Density | 1.558 g/cm3 |
Reference Reading
1. [Mn2+-cTMAB-sensitized fluorescent microscopic determination of tosufloxacin tosylate based on a self-ordered ring]
Ying Liu, Feng-Yu Deng, Chun-Xiu Huang Guang Pu Xue Yu Guang Pu Fen Xi . 2014 Feb;34(2):445-9.
With the development of antimicrobial drugs, drug residue in animal products has a serious potential hazards for the environment and public health, it is urgent to set up drug residue detection method with low detection limit and good selectivity. In our paper, with poly (vinyl alcohol)-124 (PVA-124) and NH3-NH4Cl (pH 10.50) as the medium, Mn2+ and cetyltrimethyl ammonium bromide (CTMAB) as sensitizer, tosufloxacin tosylate (TSFX) formed a self-ordered ring (SOR) on a hydrophobic glass slide support. When the droplet volume is 0.20 microL, the TSFX can be detected in the range of 4.05 x 10(-14) approximately 4.28 x 10(-13) mol x ring(-1) (2.02 x 10(-7) approximately 2.14 x 10(-6) mol x L(-1)), and the limit of detection (LOD) can reach 4.1 x 10(-15) mol x ring(-1) (2.0 x 10(-8) mol x L(-1)). The established method had been applied satisfactorily to determine the content of TSFX in tablet, which close to the marked value of 0.15 g x piece(-1)) found value: 0.144 g x piece(-1)) and the results of TSFX concentrations in rabbit serum at different time after dosing with the recoveries of 90.0% - 105.0% and RSDs 1.9% - 3.3% were satisfactory. Xilinguole of Inner Mongolia is the national important livestock products ground, whose lamb is the main suppling source for Beijing-Tianjin-Tangshan region. It is very urgent to detect residue of antibacterial drug in its sheep tissue samples (meat, liver, kidney). In this paper, when acetonitrile was used as extraction agent in pretreatment of sheep tissue samples in six rangelands including Sonid Right Banner, Xiwuzhumuqin Banner, Xilinhot City, Duolun County, The white Flag Town and The Blue Flag Town, the extract can be directly determined with SOR technology without filtering process, the sample standard addition recovery of sheep tissues were 92.0%-101.0% and RSDs were less than 2.7%. The results indicated that the SOR technique can be successfully applied to pharmaceuticals and biological samples, which broaden the applied range of SOR technique. The assay would provide reliable experimental data and theoretical basis for the relevant departments.
2. In-vitro activities of temafloxacin, tosufloxacin (A-61827) and five other fluoroquinolone agents
R N Jones, A L Barry J Antimicrob Chemother . 1989 Apr;23(4):527-35. doi: 10.1093/jac/23.4.527.
Tosufloxacin (A-61827) is the tosylate salt of A-60969 (T-3262). Temafloxacin (A-62254) is the hydrochloride salt of A-63004. Both compounds were tested against 945 aerobic bacterial isolates and their in-vitro activities were compared to those of five other fluoroquinolones. Ciprofloxacin and tosufloxacin were similar in their activity against the Enterobacteriaceae and Pseudomonas species. Temafloxacin and ofloxacin were similar in their activity against the Gram-negative bacilli. Strains that were susceptible to ciprofloxacin were also susceptible to ofloxacin, temafloxacin and tosufloxacin. Against nalidixic acid-resistant enteric bacilli, the potency of all seven fluoroquinolones was compromised. Enoxacin and fleroxacin were the least active drugs against Gram-positive species. Tosufloxacin was particularly active against the Gram-positive species; ciprofloxacin, difloxacin and temafloxacin were less active.
3. [In vitro bactericidal effect of temafloxacin and tosufloxacin against streptococci]
G Aubert, G Dorche, B Pozzetto Pathol Biol (Paris) . 1991 Dec;39(10):1002-5.
Tosufloxacin tosylate (TOSU) and temafloxacin hydrochloride (TEMA) were tested in vitro against 248 clinical isolates of various species of streptococci recovered in a hospital microbiology laboratory (Bellevue Regional Teaching Hospital). Species included S. pneumoniae (n = 20), group A streptococci (n = 22), group B streptococci (n = 30), group G streptococci (n = 17), group D S. bovis (n = 19), Enterococcus faecium (n = 45), Enterococcus faecalis (n = 28), S. sanguis (n = 21), S. milleri (n = 29) and S. mitis (n = 17). Activities of each of the two study drugs were evaluated comparatively with two other fluoroquinolones, i.e., ciprofloxacin (CIP) and pefloxacin (PEF). Activities of each of these four antibiotics, expressed as the MIC 90%, varied as follows according to the species of streptococci: TOSU, 0.25 to 1 mg/l, TEMA 0.5 to 2 mg/l, CIP, 1 to 4 mg/l and PEF 8 to 32 mgl. Overall, TOSU and TEMA exhibited the greatest activity of the various species. The size of the inoculum had no significant effect on MIC values.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
