Compound ID | 1882

Update compound information

Cephapirin

Synonym(s): Cefapirin

Class: Beta-lactam (cephalosporin, first generation)

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to bacterial penicillin-binding proteins (PBP) and interferes with bacterial cell wall integrity and synthesis. Active against Gram-positive bacteria and moderately against Enterobacteriaceae but high resistance rates in Enterobacteriaceae
Description: Semisynthetic Cephalosporin, derived from Cephalosporin C. Oral application
Year first mentioned: 1971
Highest developmental phase: Approved by FDA in 1974
Development status: Discontinued
Chemical structure(s):
Click here for structure editor
Molecular weight: 423.47
Iso. SMILES: CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)CSC3=CC=NC=C3)SC1)C(=O)O
InChI Key: UQLLWWBDSUHNEB-CZUORRHYSA-N
Can. SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@H]([C@H]2SC1)NC(=O)CSC3=CC=NC=C3
InChI: InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/30699
Guide to Pharmacology: cefapirin
Citation: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC376442/

AntibioticDB is supported by GARDP.

If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.