Cefonicid
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Grundinformationen
- CAS
61270-58-4- Standard-SMILES
O=C(O)C1=C(CSc2nnnn2CS(=O)(=O)O)CS[C@@H]2[C@H](NC(=O)[C@H](O)c3ccccc3)C(=O)N12- InChIKey
DYAIAHUQIPBDIP-AXAPSJFSSA-N- Summenformel
- C18H18N6O8S3
- Durchschnittliche Molmasse
- 542,6 g/mol
- Monoisotopische Masse
- 542,03482507
Namen und Bezeichner
- Bevorzugter Name
- Cefonicid
- IUPAC
- (6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Namen und Synonyme
CEFONICID61270-58-4CefonicidoCefonicidumMonocefCEFONICIDE6532B86WFG(6R,7R)-7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-8-oxo-3-[[1-(sulfomethyl)tetrazol-5-yl]sulfanylmethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidCHEBI:3491DTXSID7022758SK&F 75073(6R,7R)-7-[(2R)-2-hydroxy-2-phenylacetamido]-8-oxo-3-({[1-(sulfomethyl)-1H-1,2,3,4-tetrazol-5-yl]sulfanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Weitere Namen anzeigen
(6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-8-oxo-3-({[1-(sulfomethyl)-1H-tetrazol-5-yl]sulfanyl}methyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6R,7R)-7-(((2R)-2-hydroxy-2-phenylacetyl)amino)-8-oxo-3-(((1-(sulfomethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-7-(((2R)-2-hydroxy-2-phenylacetyl)amino)-8-oxo-3-((1-(sulfomethyl)tetrazol-5-yl)sulfanylmethyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid(6R,7R)-7-((2R)-2-hydroxy-2-phenylacetamido)-8-oxo-3-(((1-(sulfomethyl)-1H-1,2,3,4-tetrazol-5-yl)sulfanyl)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidRefChem:124234DTXCID302758J01DA17SK&F75073
Datenbank-Bezeichner
- CAS
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -1,9
- Polarare Oberfläche (TPSA)
- 264 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 13
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 35
- Formalladung
- 0
- Komplexität
- 999
Experimentelle und physikochemische Eigenschaften
Solubility8.95e-01 g/L
Physical DescriptionSolid
Collision Cross Section205.05 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Chemie und Industrie
Pharmakologische Informationen
ATC Code
J - Antiinfectives for systemic use；J01 - Antibacterials for systemic use；J01D - Other beta-lactam antibacterials；J01DC - Second-generation cephalosporins；J01DC06 - Cefonicid
QJ - Antiinfectives for systemic use；QJ01 - Antibacterials for systemic use；QJ01D - Other beta-lactam antibacterials；QJ01DC - Second-generation cephalosporins；QJ01DC06 - Cefonicid
Protein Binding98% bound to plasma proteins.
Pharmacodynamics
Cefonicid is a second-generation cephalosporin administered intravenously or intramuscularly. Its bactericidal action results from inhibition of cell wall synthesis. It is used for urinary tract infections, lower respiratory tract infections, and soft tissue and bone infections.
Mechanism of Action
Cefonicid, like the penicillins, is a beta-lactam antibiotic. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins.
Biological Half-Life4.5 hours
Metabolism/MetabolitesNot metabolized.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Cellular LocationsExtracellular；Membrane
Anbieter8 Anbieter
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