Cephalothin

• CAT Number: R053346
• CAS Number: 153-61-7
• Molecular Formula: C16H16N2O6S2
• Molecular Weight: 396.432
• Purity: ≥95%
• Storage: Store at -20°C
• IUPAC Name: (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• InChI: InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1
• InChIKey: XIURVHNZVLADCM-IUODEOHRSA-N
• SMILES: CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O

Cefalotin is a first generation cephem antibiotic with a wide range antibacterial activity. The compound is active against gram-positive and gram-negative bacteria, and has been tested in respiratory disease and neuromuscular junction studies.

Reference

1:Cephalothin is not a reliable surrogate marker for oral cephalosporins in susceptibility testing of Enterobacteriaceae causing urinary tract infection. López IA, Montes JC, Álvarez MJ, Mazarrasa CF, Martínez-Martínez L.Diagn Microbiol Infect Dis. 2016 Dec;86(4):412-416. doi: 10.1016/j.diagmicrobio.2016.08.017. Epub 2016 Aug 26. PMID: 27640080 2:Effectiveness of the scheme reimpregnation maintenance schedule vs. ceftazidime/cephalothin in dialysis patients with peritonitis. Carranza-Torres JM, Vargas-Daza ER, Villarreal-Ríos E, Galicia-Rodríguez L, Martínez-González L.Nefrologia. 2016 Jul-Aug;36(4):448-50. doi: 10.1016/j.nefro.2016.02.006. Epub 2016 Mar 19. English, Spanish. No abstract available. PMID: 27006330 Free Article3:Deacylation Mechanism and Kinetics of Acyl-Enzyme Complex of Class C β-Lactamase and Cephalothin. Tripathi R, Nair NN.J Phys Chem B. 2016 Mar 17;120(10):2681-90. doi: 10.1021/acs.jpcb.5b11623. Epub 2016 Mar 8. PMID: 26918257 4:Antibacterial Activity of Alkaloid Fractions from Berberis microphylla G. Forst and Study of Synergism with Ampicillin and Cephalothin. Manosalva L, Mutis A, Urzúa A, Fajardo V, Quiroz A.Molecules. 2016 Jan 11;21(1):76. doi: 10.3390/molecules21010076. PMID: 26760994 Free Article5:Synthesis, characterization and antibacterial activity of a tridentate Schiff base derived from cephalothin and sulfadiazine, and its transition metal complexes. Anacona JR, Noriega N, Camus J.Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25;137:16-22. doi: 10.1016/j.saa.2014.07.091. Epub 2014 Aug 19. PMID: 25194315 6:The use of infrared spectroscopy and artificial neural networks for detection of uropathogenic Escherichia coli strains/’ susceptibility to cephalothin. Lechowicz L, Urbaniak M, Adamus-Białek W, Kaca W.Acta Biochim Pol. 2013;60(4):713-8. PMID: 24432322 Free Article7:Increasing urinary calcium excretion after ceftriaxone and cephalothin therapy in adults: possible association with urolithiasis. Otunctemur A, Ozbek E, Polat EC, Cekmen M, Dursun M, Cakir SS.Urolithiasis. 2014 Apr;42(2):105-8. doi: 10.1007/s00240-013-0627-y. Epub 2013 Dec 6. PMID: 24310104 8:Correlation of cefpodoxime susceptibility with cephalothin and cefuroxime for urinary tract isolates. Bookstaver DA, Bland CM, Woodberry MW, Mansell KB.J Med Microbiol. 2014 Feb;63(Pt 2):218-21. doi: 10.1099/jmm.0.063040-0. Epub 2013 Nov 8. PMID: 24214230 9:Cephalothin susceptibility testing as class representative for oral cephalosporins: is it time to move on? Nguyen HM, Graber CJ.Diagn Microbiol Infect Dis. 2013 Aug;76(4):483-5. doi: 10.1016/j.diagmicrobio.2013.03.022. Epub 2013 May 14. PMID: 23680238 10:A case of cephalothin-associated urolithiasis. Lim IW, Stride PJ, Horvath RL.Clin Pharmacol. 2011;3:1-3. doi: 10.2147/CPAA.S16516. Epub 2011 Feb 28. PMID: 22287851 Free PMC Article