Structure via PubChem · Public domain (PubChem)
cephalothin
Sign in to saveAlso known as cefalotin sodium, Keflin®, CET, 7-(2'-thienylacetamido)cephalosporanic acid, Cefalotin, 7-(Thiophene-2-acetamido)cephalosporin, Cefalotina
Cefalotin (INN) or cephalothin (USAN) is a first-generation cephalosporin antibiotic with broad spectrum antibiotic activity. It was the first cephalosporin marketed (1964) and continues to be widely used. Cefalotin is used for bacterial infections of the respiratory tract, urinary tract, skin, soft tissues, bones and joints, sepsis, peritonitis, osteomyelitis, mastitis, infected wounds, and post-operational infections.
Chemical data
- Formula
- C16H16N2O6S2
- Molecular weight
- 396.4 g/mol
- IUPAC name
- (6R,7R)-3-(acetyloxymethyl)-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- SMILES
- CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
- InChIKey
- XIURVHNZVLADCM-IUODEOHRSA-N
- XLogP
- -0.4
- Polar surface area
- 167 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Research
4,740 papers- Review for Analytical Methods for the Determination of Sodium Cephalothin.Critical reviews in analytical chemistry · 2019
- [Cephaloridine--cephalothin].Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke · 1965
- Cephalothin, gentamicin, colistin hazards.JAMA · 1973
- Cephalothin (Keflin).The Medical letter on drugs and therapeutics · 1965
- Letter: Cephalothin-induced granulocytopenia.Annals of internal medicine · 1975
via PubMed
Wikidata facts
- Mass
- 396.045
Show 6 more facts
- chemical formula
- C₁₆H₁₆N₂O₆S₂
- canonical SMILES
- CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
- isomeric SMILES
- CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CC3=CC=CS3)SC1)C(=O)O
- defined daily dose
- 4
- MCN code
- 3004.20.51
- Commons category
- Cefalotin
via Wikidata · CC0
~1 min read
Article
1 sectionsContents
- References
Cefalotin (INN) or cephalothin (USAN) is a first-generation cephalosporin antibiotic with broad spectrum antibiotic activity. It was the first cephalosporin marketed (1964) and continues to be widely used. Cefalotin is used for bacterial infections of the respiratory tract, urinary tract, skin, soft tissues, bones and joints, sepsis, peritonitis, osteomyelitis, mastitis, infected wounds, and post-operational infections.
It is an intravenously administered agent with a similar antimicrobial spectrum to cefazolin and the oral agents cefalexin and cefadroxil. Cefalotin sodium is marketed as Keflin (Lilly) and under other trade names.