1033000

Ampicillin

United States Pharmacopeia (USP) Reference Standard

• Synonym(e): D-(−)-α-Aminobenzylpenicillin
• Empirische Formel (Hill-System): C₁₆H₁₉N₃O₄S
• CAS-Nummer: 69-53-4
• Molekulargewicht: 349.40
• UNSPSC Code: 41116107
• NACRES: NA.24
• PubChem Substance ID: 329749022
• MDL number: MFCD00005175
• Beilstein/REAXYS Number: 1090925

Eigenschaften

• grade: pharmaceutical primary standard
• agency: USP
• description: API family: ampicillin
• API family: ampicillin
• manufacturer/tradename: USP
• mp: 208 °C (dec.) (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• storage temp.: 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
• InChI key: AVKUERGKIZMTKX-NJBDSQKTSA-N

Beschreibung

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Ampicillin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.
Also, for use with USP monographs such as:

• Ampicillin Sodium
• Ampicillin Capsules
• Ampicillin Tablets
• Ampicillin Boluses
• Ampicillin for Injection
• Ampicillin Soluble Powder
• Ampicillin for Oral Suspension

Biochem/physiol Actions

Wirkungsmechanismus: Ampicillin ist ein halbsynthetisches Penicillin und ein β-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 β-Lactamase spaltet den β-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.

Preparation Note

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Legal Information

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Disclaimer

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.

Sicherheitshinweise

• pictograms: GHS08
• signalword: Danger
• hcodes: H317,H334
• pcodes: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Lagerklasse: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable