Grundinformationen
- Standard-SMILES
COCC1=C(C(=O)OC(C)OC(=O)OC(C)C)N2C(=O)[C@@H](NC(=O)/C(=N\OC)c3csc(N)n3)[C@H]2SC1- InChIKey
LTINZAODLRIQIX-FBXRGJNPSA-N- Summenformel
- C21H27N5O9S2
- Durchschnittliche Molmasse
- 557,6 g/mol
- Monoisotopische Masse
- 557,12501944
Überblick
Cefpodoxime proxetil is the 1-[(isopropoxycarbonyl)oxy]ethyl (proxetil) ester prodrug of cefpodoxime. After swallowing, hydrolysis of the ester group occurs in the intestinal epithelium, to release active cefpodoxime in the bloodstream. It is used to treat acute otitis media, pharyngitis, and sinusitis. It has a role as an antibacterial drug and a prodrug. It is a cephalosporin, a carboxylic ester and a carboxylic acid. It is functionally related to a cefpodoxime and a 4-{((R)-2-Carboxy-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7-ylcarbamoyl)-[(Z)-methoxyimino]-methyl}-thiazol-2-yl-ammonium.
Namen und Bezeichner
- Bevorzugter Name
- Cefpodoxime Proxetil
- IUPAC
- 1-propan-2-yloxycarbonyloxyethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Namen und Synonyme
cefpodoxime proxetil87239-81-4VantinBananOreloxOtreonCS-807CefodoxSimplicefPodomexefU-76252DTXSID1022766
Weitere Namen anzeigen
2TB00A1Z7NCHEBI:3505NSC-759161DTXCID802766(RS)-1-((Isopropoxycarbonyl)oxy)ethyl (+)-(6R,7R)-7-(2-(2-amino-4-thiazolyl)-2-((Z)-methoxyimino)acetamido)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylatecephalosporin 807Proxetil, Cefpodoxime807, Cephalosporin
Datenbank-Bezeichner
- CAS
87239-81-4- PubChem CID
- 6526396
- DTXSID
DTXSID1022766- ChEMBL
CHEMBL1201016- ChEBI
CHEBI:3505- UNII
- 2TB00A1Z7N
- EC Number
- 688-311-3、918-886-0
- Nikkaji
- J227.713A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,6
- Polarare Oberfläche (TPSA)
- 235 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 14
- Frei drehbare Bindungen
- 13
- Schwere Atome
- 37
- Formalladung
- 0
- Komplexität
- 976
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Antibiotics
LogP1.7
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsFDA approved animal drugs -> Active ingredient
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 10 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H317 (50%): May cause an allergic skin reaction [Warning Sensitization, Skin]
Gefahrenhinweise
Hazard Classes and Categories
Skin Sens. 1 (50%)
Skin Sens. 1 (100%)
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Cefpodoxime proxetil
Ambiguous-DILI-concern
3
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Chemie und Industrie
Pharmakologische Informationen
FDA Pharmacological Classification
CEFPODOXIME PROXETIL
Cephalosporin Antibacterial [EPC]; Cephalosporins [CS]
MeSH Pharmacological ClassificationBactericidal agents that contain a beta-lactam ring in their chemical structure. They inhibit bacterial cell wall synthesis by binding to PENICILLIN-BINDING PROTEINS, preventing the synthesis of peptidoglycan in bacterial cell walls.
Zugehörige Reaktionen
1
Verknüpfte Notizen
Wird geladen…