Piperacillin

Piperacillin

[pahy-per-uh-sil-in]
{{drugbox | 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 | image = Piperacillin.svg | CAS_number = 66258-76-2 | ATC_prefix = J01 | ATC_suffix = CA12 | ATC_supplemental = | PubChem = 43672 | DrugBank = APRD00325 | C = 23 | H = 26 | N = 5 | O = 7 | S = 1 | molecular_weight = 516.548 g/mol | bioavailability = not absorbed orally | protein_bound = | metabolism = largely not metabolised | excretion = 20% in bile, 80% unchanged in urine | elimination_half-life = 36–72 minutes | pregnancy_category = B | legal_UK = POM | routes_of_administration = 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. 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

External links

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