59349

Ampicillin

analytical standard

• Sinónimos: D-(−)-α-Aminobenzylpenicillin
• Fórmula empírica (notación de Hill): C₁₆H₁₉N₃O₄S
• Número de CAS: 69-53-4
• Peso molecular: 349.40
• Beilstein: 1090925
• Número CE: 200-709-7
• Número MDL: MFCD00005175
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329758626
• NACRES: NA.24

Propiedades

• grado: analytical standard
• Nivel de calidad: 100
• Ensayo: ≥95.0% anhydrous basis (NT)
• caducidad: limited shelf life, expiry date on the label
• técnicas: HPLC: suitable; gas chromatography (GC): suitable
• impurezas: ≤20% water
• mp: 208 °C (dec.) (lit.)
• aplicaciones: clinical testing
• Formato: neat
• temp. de almacenamiento: 2-8°C
• cadena SMILES: [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
• Clave InChI: AVKUERGKIZMTKX-NJBDSQKTSA-N

Descripción

Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

Mode of Action: Ampicillin is a semisynthetic penicillin and a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Envase

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

Precaución

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.

Nota de preparación

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.

Información de seguridad

• Pictogramas: GHS08
• Palabra de señalización: Danger
• Frases de peligro: H317,H334
• Consejos de prudencia: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Clasificaciones de peligro: Resp. Sens. 1 - Skin Sens. 1
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 2
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable