Cefuroxime sodium
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| Category | Antibiotics |
| Catalog number | BBF-04537 |
| CAS | 56238-63-2 |
| Molecular Weight | 446.36 |
| Molecular Formula | C16H15N4NaO8S |
| Purity | ≥95% |
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Description
Cefuroxime sodium is a second-generation cephalosporin antibiotic resistant to beta-lactamase. It has a broad-spectrum antimicrobial activity against Gram-positive and Gram-negative bacteria.
Specification
| Related CAS | 55268-75-2 (free acid) |
| Synonyms | Anaptivan; Biociclin; Biofurex; (6R,7R)-3-[[(Aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Sodium Salt; Cefurin; Duxima; Novocef; Zinacef |
| Shelf Life | As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly |
| Storage | Store at -20°C under inert atmosphere |
| IUPAC Name | sodium;(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2Z)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate |
| Canonical SMILES | CON=C(C1=CC=CO1)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)[O-].[Na+] |
| InChI | InChI=1S/C16H16N4O8S.Na/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20;/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24);/q;+1/p-1/b19-9-;/t10-,14-;/m1./s1 |
| InChI Key | URDOHUPGIOGTKV-JTBFTWTJSA-M |
| Source | Synthetic |
Properties
| Appearance | White to Pale Beige Solid |
| Application | Anti-Bacterial Agents |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Melting Point | 184-186°C (dec.) |
| Solubility | Slightly soluble in DMSO (Heated), Methanol (Head), Water |
Reference Reading
1.Purification and biochemical characterization of glucose 6-phosphate dehydrogenase, 6-phosphogluconate dehydrogenase and glutathione reductase from rat lung and inhibition effects of some antibiotics.
Adem S1, Ciftci M2. J Enzyme Inhib Med Chem. 2016 Jan 12:1-7. [Epub ahead of print]
G6PD, 6PGD and GR have been purified separately in the single step from rat lung using 2', 5'-ADP Sepharose 4B affinity chromatography. The purified enzymes showed a single band on sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE). The molecular weights of the enzymes were estimated to be 134 kDa for G6PD, 107 kDa for 6PGD and 121 kDa for GR by Sephadex G-150 gel filtration chromatography, and the subunit molecular weights was respectively found to be 66, 52 and 63 kDa by SDS-PAGE. Optimum pH, stable pH, optimum ionic strength, optimum temperature, KM and Vmax values for substrates were determined. Product inhibition studies were also performed. The enzymes were inhibited by levofloxacin, furosemide, ceftazidime, cefuroxime and gentamicin as in vitro with IC50 values in the range of 0.07-30.13 mM. In vivo studies demonstrated that lung GR was inhibited by furosemide and lung 6PGD was inhibited by levofloxacin.
2.Profiling of β-lactam selectivity for penicillin-binding proteins in Streptococcus pneumoniae D39.
Kocaoglu O1, Tsui HC2, Winkler ME3, Carlson EE4. Antimicrob Agents Chemother. 2015;59(6):3548-55. doi: 10.1128/AAC.05142-14. Epub 2015 Apr 6.
Selective fluorescent β-lactam chemical probes enable the visualization of the transpeptidase activity of penicillin-binding proteins (PBPs) at different stages of bacterial cell division. To facilitate the development of new fluorescent probes for PBP imaging, we evaluated 20 commercially available β-lactams for selective PBP inhibition in an unencapsulated derivative of the D39 strain of Streptococcus pneumoniae. Live cells were treated with β-lactam antibiotics at different concentrations and subsequently incubated with Bocillin FL (Boc-FL; fluorescent penicillin) to saturate uninhibited PBPs. Fluorophore-labeled PBPs were visualized by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE) and fluorescence scanning. Among 20 compounds tested, carbapenems (doripenem and meropenem) were coselective for PBP1a, PBP2x, and PBP3, while six of the nine penicillin compounds were coselective for PBP2x and PBP3. In contrast, the seven cephalosporin compounds tested display variability in their PBP-binding profiles.
3.Evaluation of postoperative antibiotics after non-perforated appendectomy.
Rafiq MS1, Khan MM1, Khan A1, Jan H1. J Pak Med Assoc. 2015 Aug;65(8):815-7.
OBJECTIVE: To evaluate the role of postoperative antibiotics in reducing surgical site infections after appendectomy for non-perforated appendicitis.
4.Transient macular edema after intracameral injection of a moderately elevated dose of cefuroxime during phacoemulsification surgery.
Wong DC1, Waxman MD1, Herrinton LJ2, Shorstein NH3. JAMA Ophthalmol. 2015 Oct;133(10):1194-7. doi: 10.1001/jamaophthalmol.2015.2421.
IMPORTANCE: Intracameral injection of cefuroxime sodium (1 mg/0.1 mL) has been reported to reduce the risk of endophthalmitis following cataract surgery. In the United States it must be compounded, which is subject to dilution error. We describe a series of 13 eyes that received intracameral injection of cefuroxime sodium, 9 mg/0.1 mL, intraoperatively.
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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
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
