Cefmetazole
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| Systematic (IUPAC) name | |
| (6R,7S)-7-(2-(cyanomethylthio)acetamido)-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| MedlinePlus | a601206 |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 56796-20-4  |
| ATC code | J01DC09 |
| PubChem | CID 42008 |
| DrugBank | DB00274 |
| ChemSpider | 38311 |
| UNII | 3J962UJT8H |
| KEGG | D00910 |
| ChEBI | CHEBI:3489 |
| ChEMBL | CHEMBL1201195  |
| Chemical data | |
| Formula | C15H17N7O5S3 |
| Mol. mass | 471.538 g/mol |
| SMILES | eMolecules & PubChem |
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Cefmetazole is a cephalosporin antibiotic, usually grouped with the second-generation cephalosporins.
[edit] Adverse effects
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]
[edit] References
- ^ Stork CM (2006). "Antibiotics, antifungals, and antivirals". In Nelson LH, Flomenbaum N, Goldfrank LR, Hoffman RL, Howland MD, Lewin NA (eds.). Goldfrank's toxicologic emergencies. New York: McGraw-Hill. pp. 847. ISBN 0-07-143763-0. http://books.google.com/books?id=cvJuLqBxGUcC&pg=PA847. Retrieved 2009-07-03.
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