Procef
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Grundinformationen
- CAS
92665-29-7- Standard-SMILES
C/C=C/C1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)[C@H](N)c3ccc(O)cc3)[C@H]2SC1- InChIKey
WDLWHQDACQUCJR-ZAMMOSSLSA-N- Summenformel
- C18H19N3O5S
- Durchschnittliche Molmasse
- 389,4 g/mol
- Monoisotopische Masse
- 389,10454171
Überblick
Cefprozil is a semisynthetic, second-generation cephalosporin, with prop-1-enyl and (R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It is used to treat bronchitis as well as ear, skin and other bacterial infections. It has a role as an antibacterial drug. It is a cephalosporin and a semisynthetic derivative.
Namen und Bezeichner
- Bevorzugter Name
- Procef
- IUPAC
- (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Namen und Synonyme
Procef92676-86-3Cefprozilum [INN-Latin]Cefprozilo [INN-Spanish]BrisoralCefprozil (E)-isomerCefprozil Impurity 8S1SDI2FJIYArzimolCronocefSerozilCefzil (TN)
Weitere Namen anzeigen
Cefprozil anhydrous, e-isomerCEFPROZIL ANHYDROUS, (E)-(6R,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-3-((E)-prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidtrans-Cefprozil(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(6S,7R)-7-((R)-2-Amino-2-(4-hydroxyphenyl)acetamido)-8-oxo-3-((E)-prop-1-en-1-yl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidcefprozileCEFPROZIL (E)-ISOMER (50 MG)G0D341872UG/MG(AI)
Datenbank-Bezeichner
- CAS
92665-29-7、92676-86-3- PubChem CID
- 5281006
- DTXSID
DTXSID10873545- ChEMBL
CHEMBL276568- ChEBI
CHEBI:3506- UNII
- S1SDI2FJIY
- Nikkaji
- J363.502C、J397.917B
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -1,4
- Polarare Oberfläche (TPSA)
- 158 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 27
- Formalladung
- 0
- Komplexität
- 699
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Listed in ZINC15
Melting Point218-225 °C
Collision Cross Section195.07 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Chemie und Industrie
Pharmakologische Informationen
Protein Binding36%
PharmacodynamicsCefprozil, a semisynthetic, second-generation cephalosporin, is used to treat otitis media, soft-tissue infections, and respiratory tract infections.
Mechanism of Action
Cefprozil, 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; it is possible that cefprozil interferes with an autolysin inhibitor.
Biological Half-Life1.3 hours
Metabolism/MetabolitesCefprozil is eliminated primarily by the kidneys
Absorption, Distribution and Excretion
Oral bioavailability is approximately 95%.
0.23 L/kg
3 mL/min/kg [fasting subjects]
Zugehörige Reaktionen
5
Notizen zur Verbindung
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