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Piperacillin
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| Systematic (IUPAC) name | |
| (2S,5R,6R)-6-{[(2R)-2-[(4-ethyl-2,3-dioxo-piperazine- 1-carbonyl)amino]-2-phenyl-acetyl]amino}-3,3-dimethyl- 7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
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| Identifiers | |
| CAS number | |
| ATC code | J01 |
| PubChem | |
| DrugBank | |
| Chemical data | |
| Formula | C23H26N5O7S |
| Mol. mass | 516.548 g/mol |
| Pharmacokinetic data | |
| Bioavailability | not absorbed orally |
| Metabolism | largely not metabolised |
| Half life | 36–72 minutes |
| Excretion | 20% in bile, 80% unchanged in urine |
| Therapeutic considerations | |
| Pregnancy cat. |
B |
| Legal status | |
| Routes | IV, IM |
Piperacillin is an extended spectrum beta-lactam antibiotic of the ureidopenicillin class. It is normally used together with a beta-lactamase inhibitor such as tazobactam, which is commercially available as Tazocin, Zobactin or Zosyn. The combination has activity against many Gram-positive and Gram-negative pathogens and anaerobes, including Pseudomonas aeruginosa.
Piperacillin is not absorbed orally, and must therefore be given by intravenous or intramuscular injection; piperacillin/tazobactam is administered intravenously every 6 or 8 hours; the drug may also be given by continuous infusion, but this has not been shown to be superior.1 Its main uses are in intensive care medicine (pneumonia, peritonitis), some diabetes-related foot infections and empirical therapy in febrile neutropenia (e.g. after chemotherapy).
Trade names and preparations
Piperacillin alone:
- Pipracil (U.S. only)
Piperacillin/tazobactam:
- Tazocin (UK, marketed by Wyeth)
- Tazocin (Japan, marketed by Toyama)
- Tazocin (New Zealand, marketed by Wyeth)
- Zosyn (U.S., marketed by Wyeth)
- Zobactin (India, marketed by GSK)
References
- ^ Lau W, Mercer D, Itani K, et al. (2006). "Randomized, open-label, comparative study of piperacillin-tazobactam administered by continuous infusion versus intermittent infusion for treatment of hospitalized patients with complicated intra-abdominal infection". Antimicrob Agents Chemother 50 (11): 3556–61. doi:. PMID 16940077.
External links
- Zosyn (piperacillin/tazobactam combination) - information for U.S.
- Tazocin data sheet for New Zealand
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Wikipedia content modification information:
- This page was last modified on 15 October 2008, at 17:55.
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