Chemicals and Drugs

Nafcillin

A semi-synthetic antibiotic related to penicillin.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A semi-synthetic antibiotic related to penicillin.

Chemical Identity

Chemical Information

Molecular Formula
C21H22N2O5S
Molecular Weight
414.5 g/mol
CAS Registry No.
147-52-4
IUPAC Name
(2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChIKey
GPXLMGHLHQJAGZ-JTDSTZFVSA-N
SMILES
CCOC1=C(C2=CC=CC=C2C=C1)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O
MeSH Unique ID
D009254
Source
PubChem CID 8982

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

7 entry terms
  • Naphthamidopenicillin
  • Nafcil
  • Nafcillin Sodium
  • Nafcillin, Monosodium Salt, Anhydrous
  • Sodium Nafcillin
  • Nafcillin, Sodium
  • Sodium, Nafcillin

MeSH Record

Aspects Covered

25 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, economics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

68(65)

MeSH Hierarchy

Tree Numbers

AMA Style

References

  1. National Library of Medicine. Nafcillin. Medical Subject Headings (MeSH). 2026. Unique ID D009254. http://id.nlm.nih.gov/mesh/2026/D009254
  2. Nafcillin. In: Wikipedia. https://en.wikipedia.org/wiki/Nafcillin
  3. Nafcillin. In: Wikidata. https://www.wikidata.org/wiki/Q1638852
  4. Nafcillin. In: PubChem Compound. CID 8982. https://pubchem.ncbi.nlm.nih.gov/compound/8982