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cephalothin

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EntityQ2736126· pop 23· linked from 210 articles

cephalothin

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Also 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

via PubMed

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Encyclopedic overview

1 sections
Contents
  • 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.

Excerpted from Wikipedia’s “cephalothin” article, available under the CC BY-SA 4.0 licence.