Cefmetazole

  • CAT Number: R009673
  • CAS Number: 56796-20-4
  • Molecular Formula: C15H17N7O5S3
  • Molecular Weight: 471.525
  • Purity: ≥95%
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Cefmetazole is a broad spectrum second generation cephalosporin antibiotic. Cefmetazole is freely soluble in water 92 mg/mL.</br>Like β-lactams, cephalosporins interfere with PBP (penicillin binding protein) activity involved in the final phase of peptidoglycan synthesis. PBP’s are enzymes which catalyze a pentaglycine crosslink between alanine and lysine residues providing additional strength to the cell wall. Without a pentaglycine crosslink, the integrity of the cell wall is severely compromised and ultimately leads to cell lysis and death. Resistance to cephalosporins is commonly due to cells containing plasmid encoded β-lactamases.

Catalog Number R009673
CAS Number 56796-20-4
Synonyms

(6R,7S)-7-[[2-[(Cyanomethyl)thio]acetyl]amino]-7-methoxy-3-[[(1-methyl?-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene?-2-carboxylic Acid; SKF 83088; U 72791; U 72791a;

Molecular Formula

C15H17N7O5S3

Purity 95%
Storage -20°C
IUPAC Name (6R,7S)-7-[[2-(cyanomethylsulfanyl)acetyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChI InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1
InChIKey SNBUBQHDYVFSQF-HIFRSBDPSA-N
SMILES CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)O
Reference

Georgopapadakou, N. H. /Mechanisms of Action of Cephalosporin 3/’-quinolone Esters, Carbamates, and Tertiary Amines in Escherichia Coli./ American Society for Microbiology 37.3 (1992): 559-65. Antimicrobial Agents and Chemotherapy. Web. 21 Aug. 2012.</span></p>

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