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P8396

Sigma-Aldrich

Piperacillin sodium salt

penicillin analog

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About This Item

Formule empirique (notation de Hill):
C23H26N5NaO7S
Numéro CAS:
Poids moléculaire :
539.54
Numéro Beilstein :
5373920
Numéro CE :
Numéro MDL:
Code UNSPSC :
51282423
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Niveau de qualité

Forme

powder

Solubilité

H2O: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

cell wall synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

WCMIIGXFCMNQDS-IDYPWDAWSA-M

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Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

1g,5g,10g

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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.
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
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.
Zhiping Li et al.
European journal of clinical pharmacology, 69(6), 1223-1233 (2013-01-29)
To develop population pharmacokinetic (PK) models for piperacillin/tazobactam in neonates and infants of less than 2 months of age in order to determine the appropriate dosing regimen and provide a rational basis for the development of preliminary dosing guidelines suitable

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