Drug/Small Molecule:
piperacillin

2D structure

Overview

Generic Names: Piperacillin Anhydrous
Trade Names: Pipracil
Brand Mixtures: Tazocin (Piperacillin (Piperacillin Sodium) + Tazobactam (Tazobactam Sodium))
PharmGKB Accession Id: PA450975

Description

Semisynthetic, broad-spectrum, ampicillin derived ureidopenicillin antibiotic proposed for pseudomonas infections. It is also used in combination with other antibiotics. PubChem (source: Drug Bank)

Indication

For the treatment of polymicrobial infections. (source: Drug Bank)

ATC Therapeutic Category

  • J01CA:Penicillins with extended spectrum

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Piperacillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Piperacillin interferes with an autolysin inhibitor. (source: Drug Bank)

Pharmacology

Piperacillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Piperacillin has <i>in vitro</i> activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Piperacillin results from the inhibition of cell wall synthesis and is mediated through Piperacillin binding to penicillin binding proteins (PBPs). Piperacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Largely not metabolized. (source: Drug Bank)

Absorption

Not absorbed following oral administration. (source: Drug Bank)

Isomeric SMILES Code:

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 (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The IV penicillin increases the anticoagulant effect (source: Drug Bank)
dicumarol Uncurated Annotation The IV penicillin increases the anticoagulant effect (source: Drug Bank)
doxycycline Uncurated Annotation Possible antagonism of action (source: Drug Bank)
ethinyl estradiol Uncurated Annotation This anti-infectious agent could decrease the effect of the oral contraceptive (source: Drug Bank)
mestranol Uncurated Annotation This anti-infectious agent could decrease the effect of the oral contraceptive (source: Drug Bank)
methotrexate Uncurated Annotation The penicillin increases the effect and toxicity of methotrexate (source: Drug Bank)
minocycline Uncurated Annotation Possible antagonism of action (source: Drug Bank)
mivacurium Uncurated Annotation The agent increases the effect of the muscle relaxant (source: Drug Bank)
oxytetracycline Uncurated Annotation Possible antagonism of action (source: Drug Bank)
pancuronium Uncurated Annotation The agent increases the effect of the muscle relaxant (source: Drug Bank)
succinylcholine Uncurated Annotation The agent increases the effect of the muscle relaxant (source: Drug Bank)
tetracycline Uncurated Annotation Possible antagonism of action (source: Drug Bank)
tubocurarine Uncurated Annotation The agent increases the effect of the muscle relaxant (source: Drug Bank)
warfarin Uncurated Annotation The IV penicillin increases the anticoagulant effect (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00319
KEGG Compound ID:
C07361
KEGG Drug ID:
D00466
PubChem Compound ID:
43672
PubChem Substance ID:
184033

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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