Nafcillin

Penicillin-class Antibacterial — ANTIINFECTIVES FOR SYSTEMIC USE

Key facts

Nafcillin is an ofp drug in the Penicillin-class Antibacterial class catalogued in DrugCentral. It was first approved by the FDA in 1965. DrugCentral lists 2 molecular targets, including pbpA and pbp4|mecA|pbpA|PBP2|pbpF. Recorded indications include Acute bacterial sinusitis, Infection due to Staphylococcus aureus, Infection of bone and Infection of skin AND/OR subcutaneous tissue.

• Approval status: ofp (first approved 1965 by the FDA).
• Drug class: Penicillin-class Antibacterial.
• Molecular targets: pbpA and pbp4|mecA|pbpA|PBP2|pbpF (2 listed in DrugCentral).
• Indications: Acute bacterial sinusitis, Infection due to Staphylococcus aureus, Infection of bone, Infection of skin AND/OR subcutaneous tissue and Osteomyelitis due to Staphylococcus aureus and others.
• ATC code: J01CF06 (Beta-lactamase resistant penicillins).
• Molecular formula: C21H22N2O5S; molecular weight 414.48 g/mol.

Indications & contraindications

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

Indications (12)

• Acute bacterial sinusitis
• Infection due to Staphylococcus aureus
• Infection of bone
• Infection of skin AND/OR subcutaneous tissue
• Osteomyelitis due to Staphylococcus aureus
• Sepsis due to Staphylococcus aureus
• Staphylococcal endocarditis
• Staphylococcal infectious disease
• Staphylococcal meningitis
• Staphylococcal pneumonia
• Staphylococcal Prosthetic Heart Valve Endocarditis
• Staphylococcus Aureus Joint Infection

Off-label uses (1)

• Pyrexia of unknown origin

Contraindications (3)

• Infectious mononucleosis
• Kidney disease
• Pseudomembranous enterocolitis

Mechanism & targets

• Established pharmacologic class: Penicillin-class Antibacterial

Molecular targets (2)

Target	Gene	Action	Activity
Penicillin-binding protein 1A	pbpA	unknown	—
Penicillin-binding protein	pbp4|mecA|pbpA|PBP2|pbpF	inhibitor	—

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1965-10-11	FDA	—	WYETH AYERST

ATC classification

ATC code	Therapeutic hierarchy
J01CF06	ANTIINFECTIVES FOR SYSTEMIC USE › ANTIBACTERIALS FOR SYSTEMIC USE › BETA-LACTAM ANTIBACTERIALS, PENICILLINS › Beta-lactamase resistant penicillins

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
Tubulointerstitial nephritis	170.4
Acute kidney injury	120.6
Nephropathy toxic	53.0
Blood creatinine increased	42.9

Chemical structure

Full physicochemical, ADMET and 3D-structure analysis of Nafcillin is on its molecule page.

• Molecular formula: C₂₁H₂₂N₂O₅S
• Molecular weight: 414.48 g/mol
• CAS number: 147-52-4
• InChIKey: GPXLMGHLHQJAGZ-JTDSTZFVSA-N
• PubChem CID: 8982

CCOC1=CC=C2C=CC=CC2=C1C(=O)N[C@H]1[C@H]2SC(C)(C)[C@@H](N2C1=O)C(O)=O

Frequently asked questions

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

What is Nafcillin used for?

DrugCentral lists the following indications for Nafcillin: Acute bacterial sinusitis, Infection due to Staphylococcus aureus, Infection of bone, Infection of skin AND/OR subcutaneous tissue, Osteomyelitis due to Staphylococcus aureus, Sepsis due to Staphylococcus aureus, Staphylococcal endocarditis and Staphylococcal infectious disease and others.

How does Nafcillin work?

Its molecular targets in DrugCentral include pbpA and pbp4|mecA|pbpA|PBP2|pbpF (inhibitor).

When was Nafcillin first approved?

Nafcillin was first approved by the FDA in 1965.

What drug class does Nafcillin belong to?

Nafcillin is in the Penicillin-class Antibacterial class.

What is the chemical formula of Nafcillin?

Nafcillin has the molecular formula C21H22N2O5S and a molecular weight of 414.48 g/mol.

Sources

• DrugCentral drug card 1869 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1443 — compound record and bioactivity
• PubChem CID 8982 — chemical identifiers
• DrugBank DB00607 — drug record
• FDA UNII 4CNZ27M7RV — substance identity
• DailyMed: FDA labels for Nafcillin — 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.