Cefapirin
Clinical data | |
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AHFS/Drugs.com | International Drug Names |
MedlinePlus | a601206 |
Pregnancy category |
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Routes of administration | Intravenous, intramuscular |
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Identifiers | |
CAS Number | 21593-23-7 |
ATC code | J01DB08 (WHO) QG51AA05 QJ51DB08 |
PubChem | CID 30699 |
DrugBank | DB01139 |
ChemSpider | 28486 |
UNII | 89B59H32VN |
KEGG | D07636 |
ChEBI | CHEBI:554446 |
ChEMBL | CHEMBL1599 |
Chemical data | |
Formula | C17H17N3O6S2 |
Molar mass | 423.466 g/mol |
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Cefapirin (INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States.[1]
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.[2]
References
- ↑ http://www.accessdata.fda.gov/scripts/cder/drugsatfda/index.cfm?fuseaction=Search.Overview&DrugName=CEFADYL
- 1 2 Crast, L. B.; Graham, R. G.; Cheney, L. C. (1973). "Synthesis of cephapirin and related cephalosporins from 7-(.alpha.-bromoacetamido)cephalosporanic acid". Journal of Medicinal Chemistry 16 (12): 1413. doi:10.1021/jm00270a025.
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