Cephapirin Sodium

• CAT Number: R022998
• CAS Number: 24356-60-3
• Molecular Formula: C17H16N3NaO6S2
• Molecular Weight: 445.44
• Purity: ≥95%
• Storage: Store at RT
• IUPAC Name: sodium;(6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-pyridin-4-ylsulfanylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• InChI: InChI=1S/C17H17N3O6S2.Na/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11;/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25);/q;+1/p-1/t13-,16-;/m1./s1
• InChIKey: VGEOUKPOQQEQSX-OALZAMAHSA-M
• SMILES: CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)[O-].[Na+]

Cephapirin Sodium is the sodium salt form of cephapirin, a semi-synthetic, broad-spectrum, first-generation cephalosporin antibiotic. It is beta-lactam with bactericidal activity. Cephalosporin antibiotic is effective against gram-negative and gram-positive organisms. Cephapirin sodium inhibits bacterial cell wall synthesis by inhibiting the final transpeptidation step of peptidoglycan synthesis and subsequent cross-linking of peptidoglycan units.

Reference

1:Elimination kinetics of cephapirin sodium in milk after an 8-day extended therapy program of daily intramammary infusion in healthy lactating Holstein-Friesian cows. Gorden PJ, van der List M, Lehman FD, Lantz RK, Constable PD.J Dairy Sci. 2013 Jul;96(7):4455-64. doi: 10.3168/jds.2012-6487. Epub 2013 May 16. PMID: 23684021 2:Efficacy of a 5-day extended therapy program during lactation with cephapirin sodium in dairy cows chronically infected with Staphylococcus aureus. Roy JP, DesCôteaux L, DuTremblay D, Beaudry F, Elsener J.Can Vet J. 2009 Dec;50(12):1257-62. PMID: 20190974 Free PMC Article3:Effect of milk fraction on concentrations of cephapirin and desacetylcephapirin in bovine milk after intramammary infusion of cephapirin sodium. Stockler RM, Morin DE, Lantz RK, Hurley WL, Constable PD.J Vet Pharmacol Ther. 2009 Aug;32(4):345-52. doi: 10.1111/j.1365-2885.2008.01048.x. PMID: 19614839 4:Relationship between in vitro susceptibility test results and treatment outcomes for gram-positive mastitis pathogens following treatment with cephapirin sodium. Apparao MD, Ruegg PL, Lago A, Godden S, Bey R, Leslie K.J Dairy Sci. 2009 Jun;92(6):2589-97. doi: 10.3168/jds.2008-1693. PMID: 19447991 5:Bacterial cure and somatic cell count response of dairy cows with a positive California Mastitis Test at calving to therapy with cephapirin sodium. Rosenberg JB, Love B, Patterson DL.Vet Ther. 2002 Winter;3(4):381-6. PMID: 12584674 6:/Zero-crossing/ derivative spectrophotometric determination of mixtures of cephapirin sodium and cefuroxime sodium in pure form and in injections. Morelli B.Analyst. 1988 Jul;113(7):1077-82. No abstract available. PMID: 3223581 7:Stability of cephapirin sodium admixtures after freezing and conventional or microwave thaw techniques. Hilleman DE, McEvoy GK, Bailey RT Jr, Reich J.Hosp Pharm. 1984 Mar;19(3):202, 207, 211-3. PMID: 10265849 8:[Pharmacokinetics of cephapirin sodium during intravenous infusion]. Imoto T.Jpn J Antibiot. 1983 Aug;36(8):2120-8. Japanese. PMID: 6655830 9:The clinical use of cephapirin sodium in total hip arthroplasty and measurement of plasma and bone levels. Murray WR, Jameson E.Orthopedics. 1980 Feb 1;3(2):131-4. doi: 10.3928/0147-7447-19800201-07. PMID: 24822936 10:Concentrations of cephapirin sodium in plasma and gynecologic tissue after a single preoperative dose. Fry W, Ximenes J, Siskin SB.Int J Clin Pharmacol Ther Toxicol. 1980;18(2):92-6. PMID: 7372381