59349

Ampicillin

analytical standard

• Synonym(e): D-(−)-α-Aminobenzylpenicillin
• Empirische Formel (Hill-System): C₁₆H₁₉N₃O₄S
• CAS-Nummer: 69-53-4
• Molekulargewicht: 349.40
• Beilstein: 1090925
• EG-Nummer: 200-709-7
• MDL-Nummer: MFCD00005175
• UNSPSC-Code: 41116107
• PubChem Substanz-ID: 329758626
• NACRES: NA.24

Eigenschaften

• Qualität: analytical standard
• Qualitätsniveau: 100
• Assay: ≥95.0% anhydrous basis (NT)
• Haltbarkeit: limited shelf life, expiry date on the label
• Methode(n): HPLC: suitable; gas chromatography (GC): suitable
• Verunreinigungen: ≤20% water
• mp (Schmelzpunkt): 208 °C (dec.) (lit.)
• Anwendung(en): clinical testing
• Format: neat
• Lagertemp.: 2-8°C
• SMILES String: [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O
• InChI: 1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
• InChIKey: AVKUERGKIZMTKX-NJBDSQKTSA-N

Beschreibung

Allgemeine Beschreibung

Chemical structure: β-lactam
Ampicillin belongs to the β-lactum group of antibiotics. It is used to treat bacterial infections via penetrating gram positive and gram negative bacteria. Its mode of action basically involves the inhibition of bacterial cell wall synthesis, thus leading to cell lysis.

Anwendung

Ampicillin has been used as a reference compound in the determination of ampicillin free drug concentration in standard solution of human serum albumin by micellar liquid chromatography method.

Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem./physiol. Wirkung

Wirkungsmechanismus: Ampicillin ist ein halbsynthetisches Penicillin und ein ß-Lactam-Antibiotikum, das die Zellwandsynthese von Bakterien hemmt, indem es Transpeptidasen auf der Innenoberfläche der Zellmembran der Bakterien deaktiviert.

Wirkungsweise der Resistenz: Die Verabreichung zusammen mit ß-Lactamase spaltet den ß-Lactam-Ring von Ampicillin und deaktiviert ihn.

Antimikrobielles Spektrum: Wirksam sowohl gegen grampositive (ähnlich wie Benzylpenicillin) wie auch gramnegative (ähnlich wie Tetrazykline und Chloramphenicol) Bakterien.

Verpackung

This product is packaged in a bottomless glass bottle with the contents inside an inserted fused cone.

Vorsicht

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.

Angaben zur Herstellung

Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.

Sicherheitshinweise

• Piktogramme: GHS08
• Signalwort: Danger
• H-Sätze: H317,H334
• P-Sätze: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Gefahreneinstufungen: Resp. Sens. 1 - Skin Sens. 1
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable