Ceftizoxime sodium

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Ceftizoxime sodium
Category Antibiotics
Catalog number BBF-03932
CAS 68401-82-1
Molecular Weight 405.38
Molecular Formula C13H12N5NaO5S2
Purity ≥98%

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Description

A semisynthetic cephalosporin antibiotic for the treatment of infections due to susceptible strains of microorganisms. It is third generation cephalosporin effective against Gram-negative and Gram-positive bacteria.

Specification

Related CAS 68401-81-0 (free acid)
Synonyms Ceftizoxim-Natrium
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20°C
IUPAC Name sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=CCS3)C(=O)[O-].[Na+]
InChI InChI=1S/C13H13N5O5S2/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22)/b17-7-/t8-,11-/m1/s1
InChI Key NNULBSISHYWZJU-LLKWHZGFSA-N
Source Synthetic

Properties

Appearance White to Light Yellow Crystalline Powder
Application Anti-Bacterial Agents
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Melting Point 226-228°C
Solubility Soluble in DMSO

Reference Reading

1.Antibiotic prophylaxis for surgical site infection in people undergoing liver transplantation.
Almeida RA1, Hasimoto CN, Kim A, Hasimoto EN, El Dib R. Cochrane Database Syst Rev. 2015 Dec 5;12:CD010164. doi: 10.1002/14651858.CD010164.pub2.
BACKGROUND: Surgical site infection is more frequent in liver transplantation than in other types of solid organ transplantation with different antibiotics. Studies have shown that the rate of surgical site infection varies from 8.8% to 37.5% after liver transplantation. Therefore, antimicrobial prophylaxis is likely an essential tool for reducing these infections. However, the literature lacks evidence indicating the best prophylactic antibiotic regimen that can be used for liver transplantation.
2.Validation and Application of an LC-MS-MS Method for the Determination of Ceftizoxime in Human Serum and Urine.
Wang L1, Zheng X1, Zhong W1, Chen J1, Jiang J1, Hu P2. J Chromatogr Sci. 2016 May;54(5):713-9. doi: 10.1093/chromsci/bmv243. Epub 2016 Feb 18.
Ceftizoxime sodium is a third-generation cephalosporin available for parenteral administration, which is mainly excreted through urine. A rapid and sensitive ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS-MS) method was developed and validated for the determination of ceftizoxime in human serum and urine. The samples were purified by protein precipitation and separated on an XTerra Phenyl column (4.6×50 mm, 5 µm). Electrospray ionization in the positive ion mode and multiple reaction monitoring were used to monitor the ion transitions atm/z383.9/227.0. The results revealed that the method had excellent selectivity. The linear range covered from 2.50 to 10,000 ng/mL in serum and from 0.500 to 50.0 µg/mL in urine, respectively. Intra-batch and inter-batch precisions (in terms of relative standard deviation) were all <15% and the accuracies (in terms of relative error) were within the range of ±15%. The lower limit of quantification, stability and extraction recovery were also validated and satisfied the criteria of validation.
3.Prevalence of the genital tract bacterial infections after vaginal reconstructive surgery.
Maghsoudi R, Danesh A, Kabiri N, Setorki M, Doudi M. Pak J Biol Sci. 2014 Sep;17(9):1058-63.
Due to frequent childbirth, heavy lifting and the structure of the lives of rural women in Shahrekord region, Iran, cystocele and rectocele are of the main medical problems of the women in this area and for its correction, vaginal reconstructive surgery is needed which causes infection. The purpose of this study was to identify the bacteria causing infection after vaginal reconstructive surgery and performing antibiogram to help these patients for faster recovery. Patients enrolled this study were 92 who had undergone previous vaginal reconstructive surgery and now had infection. After examination, the group of patients taking antibiotics (n = 26) were excluded and the remaining 66 completed the study questionnaire. A gynecologist performed sampling; related tests (aerobic and anaerobic culture using an anaerobic culture gas pack jar and type A which provides absolute anaerobic conditions) were performed; antimicrobial susceptibility testing using Disk Diffusion Method was carried out; and the results were recorded.
4.Evaluation of cefazolin as a surrogate marker for cefpodoxime susceptibility for urinary tract isolates.
Bookstaver DA1, Bland CM1, Arroyo MA2. J Med Microbiol. 2015 Oct;64(10):1170-3. doi: 10.1099/jmm.0.000142. Epub 2015 Jul 23.
Of the cephalosporins, cefpodoxime has the most published clinical data for the treatment of urinary tract infections. In 2014, the Clinical and Laboratory Standards Institute (CLSI) guidelines recommended that cefazolin should be used as the surrogate marker for cefpodoxime among urinary tract isolates, replacing cephalothin. This study attempted to determine how well cefazolin serves as the surrogate marker. Additionally, it investigated how cefuroxime compared with cefazolin as a surrogate marker. The MicroScan Walkaway Plus system was used to determine susceptibility for cefazolin and cefuroxime on consecutive urine cultures with a colony count of ≥ 50 000 organisms. Only Escherichia coli, Klebsiella pneumoniae and Proteus mirabilis isolates were included, following CLSI guidelines. Simultaneously, an Etest for cefpodoxime was conducted. The cefpodoxime interpretation was compared with that of the other two agents, and the categorical agreement was calculated, defined as the percentage of identical susceptibility interpretations.

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