Cefazolin

Cefazolin

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Cefazolin
Category Antibiotics
Catalog number BBF-00714
CAS 25953-19-9
Molecular Weight 454.51
Molecular Formula C14H14N8O4S3
Purity 98%

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Description

It is produced by the strain of Semisynthetic first generation cephalosporin for injection. The activity of Cefazolin to gram-positive bacteria was similar to Cefazolin and Cefazolin, but the activity of gram-negative bacteria was slightly stronger. After intramuscular injection, blood drug concentration increased (blood peak concentration is equivalent to 3-4 times of cefthiophene), and serum elimination half-life was 1.8h, mainly discharged in urine. It may also be used before and during certain surgeries to help prevent infection.

Specification

Synonyms Cephazolin; Cephamezine; Cefazoline; Cefamezin; Cephazoline; Cephazolidin; Cefazolina; Cefazolinum; Cefazolin acid; Elzogram; Kefzol; (6R-trans)-3-(((5-Methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-7-(((1H-tetrazol-1-yl)acetyl)-amino)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid; 7-(1-(1H-)-Tetrazolylacetamido)-3-(2-(5-methyl-1,3,4-thiadiazolyl)thiomethyl)delta3-cephem-4-carboxylic acid
Storage 2-8 °C
IUPAC Name (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-carboxylic acid
Canonical SMILES CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
InChI InChI=1S/C14H14N8O4S3/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)/t9-,12-/m1/s1
InChI Key MLYYVTUWGNIJIB-BXKDBHETSA-N

Properties

Appearance Colorless Acicular Crystal
Antibiotic Activity Spectrum Gram-positive bacteria
Melting Point 198-200 °C (dec.)
Density 2.01±0.1 g/cm3 (Predicted)
Solubility Freely soluble in DMF, Pyridine; Soluble in Aqueous Ethanol, Aqueous Acetone, Aqueous Dioxane; Slightly soluble in Methanol; Insoluble in Chloroform, Benzene, Ether

Reference Reading

1.Daptomycin in combination with ceftolozane/tazobactam or cefazolin against daptomycin-nonsusceptible S. aureus in an in vitro, hollow-fiber model.
Smith JR1, Arya A2, Yim J1, Barber KE1, Hallesy J1, Singh NB1, Rybak MJ3. Antimicrob Agents Chemother. 2016 Apr 18. pii: AAC.01666-15. [Epub ahead of print]
BACKGROUND: Ceftolozane/tazobactam (TOL/TAZ) is a novel cephalosporin/beta-lactamase inhibitor with activity against several gram-negative pathogens. Daptomycin (DAP) has demonstrated synergistic activity with beta-lactams against methicillin-resistantS. aureus(MRSA) with reduced lipopeptide and glycopeptide susceptibilities. Our objective was to determine if DAP and TOL/TAZ possess synergy in hollow-fiber pharmacokinetic/pharmacodynamic (PK/PD) models.
2.Impact of microbiology cascade reporting on antibiotic de-escalation in cefazolin-susceptible Gram-negative bacteremia.
Johnson LS1, Patel D2, King EA3, Maslow JN4,5. Eur J Clin Microbiol Infect Dis. 2016 Apr 29. [Epub ahead of print]
Cascade reporting (CR) involves reporting the susceptibilities of broad-spectrum agents only when the organism is resistant to more narrow-spectrum agents. The purpose of this study is to evaluate the impact of CR on antibiotic de-escalation practices and to characterize the impact of CR on clinical outcomes. CR rules were implemented in the microbiology laboratory at Atlantic Health System (AHS) in June 2013. A retrospective chart review was conducted at two community teaching hospitals in adult patients who had a blood culture positive for a Gram-negative organism susceptible to cefazolin and who were empirically treated with broad-spectrum beta-lactam (BSBL) antibiotics. De-escalation practices were compared in the pre-CR (July 2012-December 2012) and post-CR (July 2013-December 2013) periods. The primary endpoint was the percentage of patients whose BSBL agent was de-escalated to agents listed on the post-CR antibiotic susceptibility report within 48 h of the final report.

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