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Piperacillin Sodium

Alias: Pipracil PIPERACILLIN SODIUM SALT Piperacillin Sodium
Cat No.:V27606 Purity: ≥98%
Piperacillin sodium is a broad spectrum (a wide range) beta-lactam antibiotic.
Piperacillin Sodium
Piperacillin Sodium Chemical Structure CAS No.: 59703-84-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
250mg
500mg
500mg
1g

Other Forms of Piperacillin Sodium:

  • Piperacillin (Pipracil; Pipracil)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Piperacillin sodium is a broad spectrum (a wide range) beta-lactam antibiotic.
Piperacillin Sodium (CAS#: 59703-84-3) is a semisynthetic, broad-spectrum, ampicillin-derived ureidopenicillin antibiotic. With a molecular formula of C23H26N5NaO7S and a molecular weight of 539.54 g/mol, it is active against Gram-negative and Gram-positive bacteria, including Enterococcus species, E. coli, and Pseudomonas. It is used almost exclusively in combination with the beta-lactamase inhibitor tazobactam for the treatment of serious, hospital-acquired infections. It has a potency of 863-1007 µg/mg of piperacillin.
Biological Activity I Assay Protocols (From Reference)
Targets
Piperacillin Sodium targets penicillin-binding proteins (PBPs) in the bacterial cell wall. As a β-lactam antibiotic, it inhibits the transpeptidase activity of PBPs, which are essential for bacterial cell wall synthesis. This inhibition disrupts the cross-linking of peptidoglycan, leading to bacterial cell lysis and death. Its broad-spectrum activity is due to its ability to bind to multiple PBPs in both gram-negative and gram-positive bacteria.
ln Vitro
Piperacillin Sodium demonstrates broad-spectrum antibacterial activity in vitro against a wide range of gram-negative and gram-positive bacteria. It is active against Enterococcus species, E. coli, and Pseudomonas. Its activity is assessed by standard antimicrobial susceptibility testing methods (broth microdilution or agar diffusion). MIC values against various bacterial strains are available in the literature. It is often used in combination with tazobactam to overcome beta-lactamase-mediated resistance.
ln Vivo
Piperacillin Sodium is used clinically for the treatment of serious, hospital-acquired infections. It is used almost exclusively in combination with the beta-lactamase inhibitor tazobactam. Its in vivo efficacy has been established through clinical use. It is administered intravenously. It is active against a broad range of pathogens including Pseudomonas aeruginosa.
Enzyme Assay
Antibacterial susceptibility testing is performed using broth microdilution or agar dilution methods according to CLSI guidelines. Bacterial strains (e.g., E. coli ATCC 25922, P. aeruginosa ATCC 27853) are cultured in appropriate media. Piperacillin Sodium is serially diluted in 96-well plates or agar plates. Bacterial inoculum is added and plates are incubated at 35°C for 16-20 hours. MIC values are determined as the lowest concentration causing complete inhibition of visible growth. Quality control strains are included to ensure assay validity. Beta-lactamase production is assessed using appropriate methods.
Cell Assay
Cellular antibacterial activity is evaluated in bacterial cell cultures using standard microbiological methods. Broth microdilution assays are performed in 96-well plates with appropriate media. Bacteria are cultured to logarithmic phase and diluted to a standard inoculum. Piperacillin Sodium is serially diluted and added to wells. Plates are incubated at 35°C for 16-20 hours. MIC values are determined visually or using a microplate reader. Time-kill curve assays are performed to assess bactericidal activity. Each experiment includes quality control strains and antibiotic standards.
Animal Protocol
In vivo efficacy is evaluated in animal models of bacterial infection. Piperacillin Sodium is administered intravenously or intramuscularly at doses determined by preclinical studies. Bacterial burden is quantified in infected tissues by CFU plating. Clinical symptoms are monitored. Sample sizes typically range from 6-10 animals per group. Clinical studies have been conducted for serious hospital-acquired infections.
ADME/Pharmacokinetics
Piperacillin Sodium has a molecular weight of 539.54 g/mol and a molecular formula of C23H26N5NaO7S. Potency: 863-1007 µg/mg of piperacillin. Storage: typically at room temperature, protected from moisture. As a β-lactam antibiotic, it is administered intravenously. Pharmacokinetic parameters: it is distributed throughout the body, metabolized, and excreted renally. Half-life is approximately 1 hour.
Toxicity/Toxicokinetics
Piperacillin Sodium is generally well-tolerated at therapeutic doses. Common adverse effects may include gastrointestinal disturbances, skin rash, allergic reactions, and injection site reactions. As a penicillin antibiotic, it is contraindicated in patients with penicillin hypersensitivity. Standard toxicology studies have demonstrated an acceptable safety profile. It is approved for clinical use in many countries.
References

[1]. Piperacillin, a new penicillin active against many bacteria resistant to other penicillins. Antimicrob Agents Chemother. 1978,13(3):358-67.

[2]. Piperacillin: In Vitro Evaluation. Antimicrob Agents Chemother. 1978,14(1):78-87.

[3]. In vitro and in vivo activities of piperacillin-tazobactam and meropenem at different inoculum sizes of ESBL-producing Klebsiella pneumoniae. Clin Microbiol Infect. 2014,20(11):O831-9.

[4]. Antipseudomonal penicillins. Med Clin North Am. 1995 Jul;79(4):679-93.

[5]. 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. 2006 Nov;50(11):3556-61.

[6]. Piperacillin, a new penicillin active against many bacteria resistant to other penicillins. Antimicrob Agents Chemother. 1978 Mar;13(3):358-67.

Additional Infomation
Piperacillin sodium is an organosodium salt containing a piperacillin (1-) group. Piperacillin sodium is the sodium salt of piperacillin, a broad-spectrum, semi-synthetic, ampicillin-derived ureapeptide antibiotic with bactericidal activity. Piperacillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of bacterial cell walls, leading to weakening of the bacterial cell wall and cell lysis. PBPs participate in the final stages of bacterial cell wall assembly and remodel the cell wall during cell division. Inactivation of PBPs interferes with the cross-linking of peptidoglycan chains, which is essential for maintaining the strength and rigidity of the bacterial cell wall. Piperacillin sodium is a semi-synthetic, broad-spectrum, ampicillin-derived ureapeptide antibiotic intended for the treatment of Pseudomonas infections. It can also be used in combination with other antibiotics. See also: Piperacillin sodium; Tazobactam sodium (component).
Piperacillin Sodium is also known as Sodium piperacillin and T 1220. It is a semisynthetic, broad-spectrum ureidopenicillin antibiotic. It is used almost exclusively in combination with tazobactam for serious hospital-acquired infections. It is approved for clinical use in many countries.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H26N5NAO7S
Molecular Weight
539.54
Exact Mass
539.145
CAS #
59703-84-3
Related CAS #
Piperacillin;61477-96-1;Piperacillin-d5
PubChem CID
23666879
Appearance
White to off-white solid powder
Boiling Point
707.1ºC at 760 mmHg
Melting Point
183-185ºC (dec.)
Flash Point
381.4ºC
Index of Refraction
180 ° (C=0.8, H2O)
LogP
0.5
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
6
Heavy Atom Count
37
Complexity
989
Defined Atom Stereocenter Count
4
SMILES
CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
InChi Key
IVBHGBMCVLDMKU-GXNBUGAJSA-N
InChi Code
InChI=1S/C23H27N5O7S/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)/t13-,14-,15+,20-/m1/s1
Chemical Name
(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Synonyms
Pipracil PIPERACILLIN SODIUM SALT Piperacillin Sodium
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~185.34 mM)
H2O : ≥ 100 mg/mL (~185.34 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.63 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.63 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (4.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (185.34 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.8534 mL 9.2672 mL 18.5343 mL
5 mM 0.3707 mL 1.8534 mL 3.7069 mL
10 mM 0.1853 mL 0.9267 mL 1.8534 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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