Cefapirin (
INN, also spelled cephapirin) is an injectable, first-generation
cephalosporin
The cephalosporins (sg. ) are a class of β-lactam antibiotics originally derived from the fungus ''Acremonium'', which was previously known as ''Cephalosporium''.
Together with cephamycins, they constitute a subgroup of β-lactam antibiotics ...
antibiotic
An antibiotic is a type of antimicrobial substance active against bacteria. It is the most important type of antibacterial agent for fighting bacterial infections, and antibiotic medications are widely used in the treatment and prevention of ...
. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States.
It also has a role in
veterinary medicine as Metricure, an intrauterine preparation, and combined with
prednisolone in Mastiplan, an intramammary preparation. Both are licensed in
cattle.
Synthesis

In one of the syntheses,
7-aminocephalosporanic acid (
7-ACA) is reacted with bromoacetyl chloride to give the amide. The halo group is then displaced by 4-thiopyridine.
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References
Cephalosporin antibiotics
Enantiopure drugs
4-Pyridyl compounds
Acetate esters
{{antibiotic-stub