Chemicals and Drugs

Cefazolin

A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

A semisynthetic cephalosporin analog with broad-spectrum antibiotic action due to inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine.

Chemical Identity

Chemical Information

Molecular Formula
C14H14N8O4S3
Molecular Weight
454.5 g/mol
CAS Registry No.
25953-19-9
IUPAC Name
(6R,7R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChIKey
MLYYVTUWGNIJIB-BXKDBHETSA-N
SMILES
CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
MeSH Unique ID
D002437
Source
PubChem CID 33255

MeSH Record

Classification

Broader headings

Related Concepts

Knowledge Graph

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Drug Class

Pharmacological Action

MeSH Record

Synonyms

14 entry terms
  • Cephazolin
  • Ancef
  • Cefamedin
  • Cefamezine
  • Cefazolin Sodium
  • Cephamezine
  • Cephazolin Sodium
  • Gramaxin
  • Kefzol
  • Sodium Cephazolin
  • Totacef
  • Cephazolin, Sodium
  • Sodium, Cefazolin
  • Sodium, Cephazolin

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

80(75); was see under CEPHALOSPORINS 1975-79

MeSH Record

Previous Indexing

  • Cephalosporins (1970-1974)
  • Sulfides (1973-1974)
  • Tetrazoles (1973-1974)
  • Thiadiazoles (1973-1974)

MeSH Hierarchy

Tree Numbers

  1. D02w.065w.589w.099w.249w.160w
  2. D02w.886w.665w.074w.160w
  3. D03w.633.100.300w.249w.160w

AMA Style

References

  1. National Library of Medicine. Cefazolin. Medical Subject Headings (MeSH). 2026. Unique ID D002437. http://id.nlm.nih.gov/mesh/2026/D002437
  2. Cefazolin. In: Wikipedia. https://en.wikipedia.org/wiki/Cefazolin
  3. Cefazolin. In: Wikidata. https://www.wikidata.org/wiki/Q415739
  4. Cefazolin. In: PubChem Compound. CID 33255. https://pubchem.ncbi.nlm.nih.gov/compound/33255