cefazolina

Also known as Cefazoline, Cefazolinum, (6R,7R)-3-{[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]methyl}-8-oxo-7-[(1H-tetrazol-1-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, Cefamezin, Cephazolidin, Cephazolin, Cephamezine

farmaco

In the Vinony graph

Vinony's link graph records 219 inbound references to cefazolina, and connects out to antibiotic, urinary tract infection and intravenous infusion and defusion.

Vinony files it under Cephalosporin antibiotics, Drugboxes which contain changes to watched fields and Drugs with non-standard legal status.

Vinony links it to 29 Wikipedia language editions.

Chemical data

Formula: C14H14N8O4S3
Molecular weight: 454.5 g/mol
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
SMILES: CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
InChIKey: MLYYVTUWGNIJIB-BXKDBHETSA-N
XLogP: -0.4
Polar surface area: 235 Å²
H-bond donors: 2
H-bond acceptors: 12
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1973
Admin. routes: parenteral
Indications: infection, cardiac arrhythmia, skin disease, bacteriemia

via ChEMBL · EBI

Research

7,445 papers

Cefazolin as a predictor of urinary cephalosporin activity in indicated Enterobacterales.Journal of clinical microbiology · 2024
Cefazolin.Annals of internal medicine · 1978
Cefazolin.Advances in clinical pharmacology · 1974
Cefazolin-induced hemolytic anemia: a case report and systematic review of literature.European journal of medical research · 2021
[Cefazolin].Acta clinica Belgica · 1975

via PubMed

Wikidata facts

Subclass of: cephalosporin antibiotic
Has part: carbon
Mass: 454.030014
Manufacturer: Pfizer
Has use: medication

Show 8 more facts

chemical formula: C₁₄H₁₄N₈O₄S₃
Commons category: Cefazolin
isomeric SMILES: CC1=NN=C(S1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
canonical SMILES: CC1=NN=C(S1)SCC2=C(N3C(C(C3=O)NC(=O)CN4C=NN=N4)SC2)C(=O)O
defined daily dose: 3
World Health Organisation international non-proprietary name: cefazolin
subject has role: bactericide
stylized name: ceFAZolin

Sources (8)

via Wikidata · CC0

Article · Italiano

La cefazolina è un antibiotico semisintetico beta-lattamico con effetto battericida appartenente alla classe delle cefalosporine di prima generazione. La cefazolina sodica è attiva verso una vasta gamma di batteri Gram positivi, tra cui Staphylococcus aureus meticillino sensibile (MSSA) e Streptococcus pneumoniae, Clostridium perfringens, Listeria monocytogenes, è poco attiva sui batteri Gram negativi, mentre come tutti gli antibatterici non è attiva nei confronti di virus e funghi. L'antibiotico è commercializzato in Italia con il nome di Cefamezin, Cromezin e Nefazol, inoltre sono presenti numerosi preparati generici (equivalenti), è venduto in flaconcini monodose da 250 mg, 500 mg e 1000 mg per uso intramuscolare e flaconcini da 1000 mg per uso endovenoso.

Abstract from DBpedia / Wikipedia · CC BY-SA