Cefamandole Nafate
A second-generation cephalosporin antibiotic prodrug that is hydrolyzed to the active cefamandole after administration. It provides broader gram-negative coverage compared to first-generation cephalosporins. Administration can be associated with a disulfiram-like reaction when alcohol is consumed, due to its N-methylthiotetrazole side chain.
Peso Molecular
512,5000 g/mol
TPSA
210,00 Ų
Mecanismo de Ação
Disrupts bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), inhibiting the final transpeptidation step of peptidoglycan synthesis. The resulting cell wall defects cause osmotic instability and bacteriolysis.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Disrupts bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), inhibiting the final transpeptidation step of peptidoglycan synthesis. The resulting cell wall defects cause osmotic instability and bacteriolysis.
Estrutura 2D
Cite this structure
Embed this structure
SMILES
Cn1nnnc1SCC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)[C@H](OC=O)c3ccccc3)[C@H]2SC1.[Na+]
InChI
InChI=1S/C19H18N6O6S2.Na/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10;/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30);/q;+1/p-1/t12-,14-,17-;/m1./s1
Molecular Formula
C19H17N6NaO6S2
HBD / HBA
1 / 11
Ligações Rotacionáveis
9
Átomos Pesados
34
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Perguntas frequentes
A second-generation cephalosporin antibiotic prodrug that is hydrolyzed to the active cefamandole after administration. It provides broader gram-negative coverage compared to first-generation cephalosporins. Administration can be associated with a disulfiram-like reaction when alcohol is consumed, due to its N-methylthiotetrazole side chain.
Disrupts bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs), inhibiting the final transpeptidation step of peptidoglycan synthesis. The resulting cell wall defects cause osmotic instability and bacteriolysis.
Yes, Cefamandole Nafate is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL1618. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 23665731. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.
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