Overview
| Generic Names: | Piperacillin Anhydrous |
|---|---|
| IUPAC 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 |
| 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]
Indication
For the treatment of polymicrobial infections.
ATC Therapeutic Category
- J01CA:Penicillins with extended spectrum
Pharmacology and Interactions
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.
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 in vitro 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.
Absorption, Distribution, Metabolism, Elimination & Toxicity
Biotransformation
Largely not metabolized.
Absorption
Not absorbed following oral administration.
Half Life
36-72 minutes
Chemical Properties
Chemical Formula:
C23H27N5O7S
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
(Format: OpenEye Isomeric)
Molecular Weight ( average / monoisotopic )
517.555 / 517.1631
Non-Curated Information
A list of non-curated publications that mention this drug along with other genes is available.
Non-Curated Information
A list of non-curated publications that mention this drug along with other drugs is available.
Drug Interactions
| acenocoumarol | The IV penicillin increases the anticoagulant effect |
| anisindione | The IV penicillin increases the anticoagulant effect |
| atracurium | The agent increases the effect of the muscle relaxant |
| demeclocycline | Possible antagonism of action |
| dicumarol | The IV penicillin increases the anticoagulant effect |
| doxacurium | The agent increases the effect of the muscle relaxant |
| doxycycline | Possible antagonism of action |
| ethinyl estradiol | This anti-infectious agent could decrease the effect of the oral contraceptive |
| gallamine triethiodide | The agent increases the effect of the muscle relaxant |
| mestranol | This anti-infectious agent could decrease the effect of the oral contraceptive |
| methacycline | Possible antagonism of action |
| methotrexate | The penicillin increases the effect and toxicity of methotrexate |
| metocurine | The agent increases the effect of the muscle relaxant |
| minocycline | Possible antagonism of action |
| mivacurium | The agent increases the effect of the muscle relaxant |
| oxytetracycline | Possible antagonism of action |
| pancuronium | The agent increases the effect of the muscle relaxant |
| pipecuronium | The agent increases the effect of the muscle relaxant |
| rocuronium | The agent increases the effect of the muscle relaxant |
| rolitetracycline | Possible antagonism of action |
| succinylcholine | The agent increases the effect of the muscle relaxant |
| tetracycline | Possible antagonism of action |
| tubocurarine | The agent increases the effect of the muscle relaxant |
| vecuronium | The agent increases the effect of the muscle relaxant |
| warfarin | The IV penicillin increases the anticoagulant effect |
Non-Curated Information
A list of non-curated publications that mention this drug along with other diseases is available.
Additional Datasets
These datasets are minimally curated and are sorted alphabetically by title.
LinkOuts
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Non-Curated Publications
A list of non-curated publications that mention this drug is available.