A broad-spectrum β-lactam antibiotic
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Piperacillin (sodium salt)

Item No. 20766

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,5R,6R)-6-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, monosodium salt
CAS Number
59703-84-3
Synonyms
  • CL 227,193
  • T-1220
Molecular Formula
C23H26N5O7S • Na
Formula Weight
539.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 3 mg/ml
SMILES
CC1(C)[C@H](C([O-])=O)N2C([C@@H](NC([C@@H](C3=CC=CC=C3)NC(N4C(C(N(CC)CC4)=O)=O)=O)=O)[C@@]2([H])S1)=O.[Na+]
InChi Code
InChI=1S/C23H27N5O7S.Na/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28;/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34);/q;+1/p-1/t13-,14-,15+,20-;/m1./s1
InChi Key
WCMIIGXFCMNQDS-IDYPWDAWSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    Product Description

    Piperacillin is a broad-spectrum β-lactam antibiotic of the penicillin class.1,2 It is active against Gram-negative and Gram-positive bacteria, including Enterococcus species, E. coli, and P. mirabilis (MIC50s = 0.5-2 µg/ml) as well as gentamicin-susceptible and -resistant strains of P. aeruginosa (MIC50s = 8 and 125 µg/ml, respectively).2 In a mouse model of systemic infection, piperacillin is active against P. aeruginosa 46220 when used alone or in combination with tazobactam (Item No. 25679; ED50s = 1.58 and 1.34 mg/animal, respectively).3 In the same model, it is less active against P. aeruginosa 46220 DR-2, which contains constitutively active β-lactamase, when used alone than when used in combination with tazobactam (ED50s = >20 and 4.39 mg/animal, respectively). Formulations containing piperacillin in combination with tazobactam have been used in the treatment of moderate-to-severe bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drawz, S.M., and Bonomo, R.A. Three decades of β-lactamase inhibitors. Clin. Microbiol. Rev. 23(1), 160-201 (2010).

    2. White, G.W., Malow, J.B., Zimelis, V.M., et al. Comparative in vitro activity of azlocillin, ampicillin, mezlocillin, piperacillin, and ticarcillin, alone and in combination with an aminoglycoside. Antimicrob. Agents Chemother. 15(4), 540-543 (1979).

    3. Nishida, K., Higashitani, F., and Hyodo, A. Superior effect of tazobactam/piperacillin compared to piperacillin on β-lactamase-producing Pseudomonas aeruginosa. Chemotherapy 43(3), 171-178 (1997).