Piperacillin

ANTIINFECTIVES FOR SYSTEMIC USE

Key facts

Piperacillin is an ofp drug catalogued in DrugCentral. It was first approved by the FDA in 1981. DrugCentral lists 4 molecular targets, including blaPER-2, ska and pbpA. Recorded indications include Abdominal abscess, Acute gonococcal cervicitis, Acute gonococcal endometritis and Acute gonococcal urethritis.

• Approval status: ofp (first approved 1981 by the FDA).
• Molecular targets: blaPER-2, ska, pbpA and mrcA|mrcB|dacC|mrdA|ftsI|dacA|dacB (4 listed in DrugCentral).
• Indications: Abdominal abscess, Acute gonococcal cervicitis, Acute gonococcal endometritis, Acute gonococcal urethritis and Appendicitis and others.
• ATC code: J01CA12 (Penicillins with extended spectrum).
• Molecular formula: C23H27N5O7S; molecular weight 517.56 g/mol.

Indications & contraindications

Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).

Indications (86)

• Abdominal abscess
• Acute gonococcal cervicitis
• Acute gonococcal endometritis
• Acute gonococcal urethritis
• Appendicitis
• Bacterial infection due to Klebsiella pneumoniae
• Bacterial infection due to Serratia
• Bacterial pneumonia
• Bacterial septicemia
• Bacteroides Appendicitis
• Bacteroides Complicated Appendicitis
• Bacteroides Endometritis
• Bacteroides Joint Infection
• Bacteroides Osteomyelitis
• Bacteroides Pelvic Cellulitis
• Bacteroides Pelvic Inflammatory Disease
• Bacteroides Peritonitis
• Bacteroides Pneumonia
• Cesarean Section Infection Prevention
• Clostridium Peritonitis
• Complicated Proteus UTI
• Complicated Skin and Skin Structure Infection
• Complicated Skin and Skin Structure Staphylococcus Aureus Infection
• Complicated UTI with Pseudomonas Aeruginosa
• Diabetic Foot Infection
• E. Coli Appendicitis
• E. Coli Complicated Appendicitis
• E. Coli Endometritis
• E. Coli Pelvic Inflammatory Disease
• E. Coli Peritonitis
• + 56 more

Off-label uses (4)

• Diverticulitis of gastrointestinal tract
• Ecthyma gangrenosum
• Pseudomonas Respiratory Tract Infection in Cystic Fibrosis
• Sepsis of the newborn

Contraindications (5)

• Blood coagulation disorder
• Infectious mononucleosis
• Kidney disease
• Neutropenic disorder
• Pseudomembranous enterocolitis

Mechanism & targets

Molecular targets (4)

Target	Gene	Action	Activity
Beta-lactamase	blaPER-2	unknown	Ki 6.70
Streptokinase A	ska	unknown	EC50 6.55
Penicillin-binding protein 1A	pbpA	unknown	—
Bacterial penicillin-binding protein	mrcA|mrcB|dacC|mrdA|ftsI|dacA|dacB	inhibitor	—

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1981-12-29	FDA	—	—

ATC classification

ATC code	Therapeutic hierarchy
J01CA12	ANTIINFECTIVES FOR SYSTEMIC USE › ANTIBACTERIALS FOR SYSTEMIC USE › BETA-LACTAM ANTIBACTERIALS, PENICILLINS › Penicillins with extended spectrum
J01CR05	ANTIINFECTIVES FOR SYSTEMIC USE › ANTIBACTERIALS FOR SYSTEMIC USE › BETA-LACTAM ANTIBACTERIALS, PENICILLINS › Combinations of penicillins, incl. beta-lactamase inhibitors

Reported adverse-event signals

Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.

MedDRA term	LLR
Acute kidney injury	272.7
Thrombocytopenia	249.1
Pyrexia	234.3
Sepsis	208.5
Tubulointerstitial nephritis	177.4
Multiple organ dysfunction syndrome	172.3
Toxic epidermal necrolysis	163.0
Renal failure	157.5
Drug reaction with eosinophilia and systemic symptoms	156.9
Eosinophilia	147.2
Septic shock	140.2
Rash maculo-papular	136.3

Chemical structure

• Molecular formula: C₂₃H₂₇N₅O₇S
• Molecular weight: 517.56 g/mol
• CAS number: 61477-96-1
• InChIKey: IVBHGBMCVLDMKU-GXNBUGAJSA-N
• PubChem CID: 43672

CCN1CCN(C(=O)N[C@@H](C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O)C2=CC=CC=C2)C(=O)C1=O

Frequently asked questions

Answers are generated from the structured data on this page, not written by hand.

What is Piperacillin used for?

DrugCentral lists the following indications for Piperacillin: Abdominal abscess, Acute gonococcal cervicitis, Acute gonococcal endometritis, Acute gonococcal urethritis, Appendicitis, Bacterial infection due to Klebsiella pneumoniae, Bacterial infection due to Serratia and Bacterial pneumonia and others.

How does Piperacillin work?

Its molecular targets in DrugCentral include blaPER-2, ska, pbpA and mrcA|mrcB|dacC|mrdA|ftsI|dacA|dacB (inhibitor).

When was Piperacillin first approved?

Piperacillin was first approved by the FDA in 1981.

What is the chemical formula of Piperacillin?

Piperacillin has the molecular formula C23H27N5O7S and a molecular weight of 517.56 g/mol.

Sources

• DrugCentral drug card 2187 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1200820 — compound record and bioactivity
• PubChem CID 43672 — chemical identifiers
• DrugBank DB00319 — drug record
• FDA UNII X00B0D5O0E — substance identity
• DailyMed: FDA labels for Piperacillin — current prescribing information (label search)
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral

How this page is built: methodology · editorial policy & corrections.