R,7 S)-7-(2-(cyanomethylthio)acetamido)-7-methoxy-3-((1-methyl-1 H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
International Drug Names
CAS Registry Number
C 15 H 17 N 7 O 5 S 3
Molecular mass 471.538 g/mol
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Cefmetazole is a cephamycin antibiotic, usually grouped with the second-generation cephalosporins.
Adverse effects [ edit ]
The chemical structure of cefmetazole, like that of several other cephalosporins, contains an
N-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse®), due to inhibition of aldehyde dehydrogenase. [1 ]
Spectrum of bacterial susceptibility [ edit ]
Cefmetazole is a broad-spectrum cephalosporin antimicrobial and has been effective in treating bacteria responsible for causing urinary tract and skin infections. The following represents MIC susceptibility data for a few medically significant microorganisms.
Bacteroides fragilis: 0.06 - >256 µg/ml
Clostridium difficile: 8 - >128 µg/ml
Staphylococcus aureus: 0.5 - 256 µg/ml (includes MRSA)
References [ edit ]