Cefapirin
![]() | |
Clinical data | |
---|---|
AHFS/Drugs.com | International Drug Names |
MedlinePlus | a601206 |
Pregnancy category |
|
Routes of administration | Intravenous, intramuscular |
ATC code | J01DB08 (WHO) QG51AA05 (WHO) QJ51DB08 (WHO) |
Legal status | |
Legal status |
|
Identifiers | |
CAS Number |
21593-23-7 ![]() |
PubChem (CID) | 30699 |
DrugBank |
DB01139 ![]() |
ChemSpider |
28486 ![]() |
UNII |
89B59H32VN ![]() |
KEGG |
D07636 ![]() |
ChEBI |
CHEBI:554446 ![]() |
ChEMBL |
CHEMBL1599 ![]() |
ECHA InfoCard | 100.040.409 |
Chemical and physical data | |
Formula | C17H17N3O6S2 |
Molar mass | 423.466 g/mol |
3D model (Jmol) | Interactive image |
| |
| |
(verify) |
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
![](../I/m/Cephapirin_synthesis.svg.png)
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.
This article is issued from Wikipedia - version of the 4/2/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.