Cefdinir
Omnicef · Cefzon · syn-7-[2-(2-amino-4-thiazolyl)-2-hydroxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid · 7-[2-(2-AMINOTHIAZOL-4-YL)-2-HYDROXYIMINOACETYLAMINO]-8-OXO-3-VINYL-5-THIA-1-AZA-BICYCLO[4.2.0]OCT-2 · (6R,7R)-3-Vinyl-7-[(2-amino-4-thiazolyl)[(Z)-hydroxyimino]acetylamino]-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid · 8-[2-(2-amino-1,3-thiazol-4-yl)-1-hydroxy-2-nitroso-ethenyl]amino-4-ethenyl-7-oxo-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-carboxylicacid · (6R,7R)-7α-[[(2-Amino-4-thiazolyl)[(Z)-hydroxyimino]acetyl]amino]-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid · (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-3-ethenyl-8-oxo--5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
Identifikatoren & physikalische Daten
| CAS No. | 91832-40-5 |
|---|---|
| Summenformel | C14H13N5O5S2 |
| Durchschnittliche Molmasse | 395,4 g/mol |
| Monoisotopische Masse | 395,03581052 g/mol |
| SMILES | C=CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)/C(=N\O)c3csc(N)n3)[C@H]2SC1 |
| InChIKey | RTXOFQZKPXMALH-GHXIOONMSA-N |
| PubChem CID | 6915944 |
| ChEMBL | CHEMBL927 |
| ChEBI | CHEBI:3485 |
| EC No. | 643-088-1 |
| DTXSID | DTXSID8046084 |
Chemische & physikalische Eigenschaften
| XLogP | 0 |
|---|---|
| Polarare Oberfläche (TPSA) | 212 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 10 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 26 |
| Formalladung | 0 |
| Komplexität | 739 |
| Arzneimittel | Pharmaceuticals -> AntibioticsPharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | -0.2 |
| Löslichkeit | 8.78e-02 g/Ldilute HCl: slightly solubleSoluble in water |
| Human Drugs | Breast FeedingLactationAnti-Infective AgentsAntibacterial AgentsCephalosporinsFDA approved drugs -> Active ingredient |
| Schmelzpunkt | >135>180°C dec. |
| Physical Description | Solid |
| Dissociation Constants | 3.359.7 |
| Dichte | 1.89±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,2-8°C |
| pKa (Säurekonstante) | 9.70(at 25℃) |
| Aggregatzustand | solid |
| Farbe | Pale Yellow to Light Yellow |
| Merck | 14,1920 |
| BCS Class | 4 |
| Hauptanwendungen | pharmaceutical |
| InChIKey | RTXOFQZKPXMALH-GHXIOONMSA-N |
| SMILES | N12[C@@]([H])([C@H](NC(/C(/C3=CSC(N)=N3)=N\O)=O)C1=O)SCC(C=C)=C2C(O)=O |
| CAS Datenbank | 91832-40-5(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (20%) |
| Drug Induced Liver Injury | Drug Induced Liver Injury Rank (DILIrank 2.0)CefdinirvLess-DILI-concern7Adverse reactionsDOI:10.1016/j.drudis.2016.02.015 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 2941906000 |
| RTECS-Nr. | XI0367250 |
| Toxizität | LD50 orl-rat: >5600 mg/kg IYKEDH 23,93,1992 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Cefdinir is an orally active, beta-lactamase stable cephalosporin with a broad spectrum of activity. Compared to other oral cephalosporins, cefdinir is more potent against Gram-positive bacteria, especially Staphylococci. Its activity against Gram-negative bacteria such as E.coli,K. pneumoniae and P.mirabilis is similar to cefixime, but superior to cefaclor and cephalexin.
Verwenden
A Cephalosporin antibiotic structurally similar to Cefixime