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P8396

Sigma-Aldrich

Piperacillin sodium salt

penicillin analog

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Empirical Formula (Hill Notation):
C23H26N5NaO7S
CAS Number:
Molecular Weight:
539.54
Beilstein/REAXYS Number:
5373920
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

form

powder

solubility

H2O: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

[Na+].CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C([O-])=O)c4ccccc4)C(=O)C1=O

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

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This Item
C604828221C4292
Piperacillin sodium salt penicillin analog

P8396

Piperacillin sodium salt

Cefmetazole sodium salt

C6048

Cefmetazole sodium salt

Oxacillin sodium salt 815-950 μg/mg (Oxacillin)

28221

Oxacillin sodium salt

Cefoperazone sodium salt 870 - 1015 μg/mg anhydrous basis

C4292

Cefoperazone sodium salt

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

form

powder

form

powder

form

powder

form

powder or crystals

solubility

H2O: soluble 50 mg/mL

solubility

H2O: 50 mg/mL

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

Chemical structure: ß-lactam

Application

Piperacillin is a semisynthetic, broad-spectrum ureidopenicillin antibiotic. It is derived from ampicillin. It has been used in pharmacokinetic studies in order to optimize antimicrobial therapy in patients with sepsis. It is used to study piperacillin hypersensitivity reactions and to study multidrug-resistant organisms.

Biochem/physiol Actions

Piperacillin inhibits the last stage of bacterial cell wall synthesis by binding to certain penicillin-binding proteins (PBPs), which results in cell lysis. Cell lysis is mediated by bacterial cell wall autolytic enzymes. Piperacillin may interfere with autolysin inhibitors.

Packaging

1g,5g,10g

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Grace C Lee et al.
Clinical therapeutics, 34(12), 2297-2300 (2012-12-01)
Studies evaluating the outcomes of an extended-infusion (EI) piperacillin-tazobactam dosing strategy in specific cohorts of critically ill patients are lacking. A retrospective, pre-implementation and post-implementation study of 148 critically ill patients was conducted to compare EI and traditional infusion piperacillin-tazobactam.
Paul Whitaker et al.
Journal of immunology (Baltimore, Md. : 1950), 187(1), 200-211 (2011-05-25)
A mechanistic understanding of the relationship between the chemistry of drug Ag formation and immune function is lacking. Thus, mass spectrometric methods were employed to detect and fully characterize circulating Ags derived from piperacillin in patients undergoing therapy and the
Saloni Singla et al.
The Journal of antibiotics, 66(2), 61-66 (2012-11-22)
The existence of majority of bacteria in biofilm mode makes it difficult to eradicate them as antibiotics at much higher concentrations than the MICs are required to destroy these bacteria. This study investigated the effect of different classes of antibiotics
Sadikah Behbehani et al.
Obstetrics and gynecology, 121(2 Pt 2 Suppl 1), 447-449 (2013-02-01)
Oxidized regenerated cellulose is a topical hemostatic agent that is used commonly in abdominal and pelvic surgery. Although oxidized regenerated cellulose mimicking an abscess has been reported after different operations, little is known about its side effects after gynecologic surgery.
N C Schaper et al.
Infection, 41(1), 175-186 (2012-11-28)
The aim was to compare the efficacy and safety of two antibiotic regimens in patients with diabetic foot infections (DFIs). Data of a subset of patients enrolled in the RELIEF trial with DFIs requiring surgery and antibiotics were evaluated retrospectively.

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