Structure via PubChem · Public domain (PubChem)
cefazolina
Sign in to saveAlso 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
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 Ų
- 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