Cefazolin sodium

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Cefazolin sodium
Category Antibiotics
Catalog number BBF-03860
CAS 27164-46-1
Molecular Weight 476.48
Molecular Formula C14H13N8NaO4S3
Purity >97%

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Description

Cefazolin sodium, derived from 7-amino-cephalosporanic acid, is a semi-synthetic, first-generation cephalosporin antibiotic.

Specification

Related CAS 25953-19-9 (free base)
Synonyms sodium;(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Ancef
Cefamedin
Cefamezine
Cefazolin
Cefazolin Sodium
Cephamezine
Cephazolin
Cephazolin Sodium
Cep
Shelf Life 2 years
Storage Store at -20°C
IUPAC Name sodium;(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Canonical SMILES CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)[O-].[Na+]
InChI InChI=1S/C14H14N8O4S3.Na/c1-6-17-18-14(29-6)28-4-7-3-27-12-9(11(24)22(12)10(7)13(25)26)16-8(23)2-21-5-15-19-20-21;/h5,9,12H,2-4H2,1H3,(H,16,23)(H,25,26);/q;+1/p-1/t9-,12-;/m1./s1
InChI Key FLKYBGKDCCEQQM-WYUVZMMLSA-M
Source Semi-synthetic

Properties

Appearance White to Off-white Powder
Application Antibacterial
Melting Point 190°C
Solubility Soluble in Water (36 mg/mL)

Reference Reading

1.Identifying Antimicrobial Stewardship Targets for Pediatric Surgical Patients.
Kronman MP1, Hersh AL2, Gerber JS3, Ross RK3, Newland JG4, Goldin A5, Rangel SJ6, Oron AP7, Zerr DM1. J Pediatric Infect Dis Soc. 2015 Dec;4(4):e100-8. doi: 10.1093/jpids/piv022. Epub 2015 Apr 24.
BACKGROUND: More than 80% of surgical inpatients at US children's hospitals receive antibiotics, accounting for >40% of all inpatient pediatric antibiotic use. We aimed to examine the collective pool of all systemic antibiotics prescribed to children hospitalized for surgical conditions and identify common surgical conditions with highly variable and potentially unnecessary antibiotic use, because these conditions may represent antimicrobial stewardship priorities.
2.A multicenter, double-blind, randomized, placebo-controlled study to assess whether antibiotic administration should be recommended during office operative hysteroscopy.
Nappi L1, Di Spiezio Sardo A, Spinelli M, Guida M, Mencaglia L, Greco P, Nappi C, Filippeschi M, Florio P. Reprod Sci. 2013 Jul;20(7):755-61. doi: 10.1177/1933719112466308. Epub 2012 Dec 10.
We did a double-blind, randomized, placebo-controlled study to assess the incidence of infectious complications and the protective effect of antibiotic administration during operative hysteroscopic procedures in an office setting. A total of 1046 consecutively enrolled women with intrauterine lesions were randomly allocated to the reference group (523 patients administered with 1 g of cefazolin intramuscularly) and the study group (523 patients administered with 10 mL of isotonic sodium chloride solution), and treated in office setting by operative hysteroscopy for endometrial polypectomy, uterine septa, submucosal myomas, and intrauterine adhesions. The primary outcome measure was the computation of difference between groups in postsurgical infectious complications occurring in the 5 days after the procedures. The time spent in performing the various procedures did not differ significantly (P > .05) between the groups. With respect to the overall rate of postsurgical infection, we found that 12 (1.
3.Spectrophotometric complexation of cephalosporins with palladium (II) chloride in aqueous and non-aqueous solvents.
Bagheri Gh A1, Yosefi rad A, Rezvani M, Roshanzamir S. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Apr;89:317-21. doi: 10.1016/j.saa.2012.01.002. Epub 2012 Jan 9.
The complexation reaction of cephalosporins namely cefotaxime (CTX), cefuroxime (CRX), and cefazolin (CEFAZ) with palladium (II) ions have been studied in water and DMF in 25 °C by the spectrophotometric methods. The method is based on the formation of yellow to yellowish brown complex between palladium (II) chloride and the investigated cephalosporins in the presence of sodium lauryl sulfate (SLS) as surfactant. The complexation process was optimized in terms of pH, temperature and contact time. The stoichiometry of all the complexes was found to be 2:1 (metal ion/ligand) for CTX, CRX, and 1:2 for CEFAZ. The stoichiometry of palladium (II)-cephalosporins was estimated by mole ratio and continuous variation methods and emphasized by the KINFIT program. These drugs could be determined by measuring the absorbance of each complex at its specific λmax. The results obtained are in good agreement with those obtained using the official methods.
4.In vitro compatibility study of cephalosporin with intraocular irrigating solutions and intracameral medications.
Hui M1, Lam PT, Cheung SW, Pang CP, Chan CY, Lam DS. Clin Experiment Ophthalmol. 2011 Mar;39(2):164-70. doi: 10.1111/j.1442-9071.2010.02402.x. Epub 2010 Oct 19.
BACKGROUND: To study the compatibility of cephalosporins with intraocular irrigating solutions and intracameral medications commonly used in cataract surgery.

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