A9393

Ampicillin

anhydrous, 96.0-102.0% (anhydrous basis)

• Synonim(y): (-)-6-(2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Ampicillin acid, Ampicillin anhydrous, D-(−)-α-Aminobenzylpenicillin
• Wzór empiryczny (zapis Hilla): C₁₆H₁₉N₃O₄S
• Numer CAS: 69-53-4
• Masa cząsteczkowa: 349.40
• Beilstein: 1090925
• Numer WE: 200-709-7
• Numer MDL: MFCD00005175
• Kod UNSPSC: 51281703
• Identyfikator substancji w PubChem: 24891442
• NACRES: NA.85

Właściwości

• Poziom jakości: 200
• Próba: 96.0-102.0% (anhydrous basis)
• Postać: solid
• pKa (25°C): 2.5 (COOH); 7.3 (NH2)
• mp: 208 °C (dec.) (lit.)
• spektrum działania antybiotyku: Gram-negative bacteria; Gram-positive bacteria
• Tryb działania: cell wall synthesis | interferes
• temp. przechowywania: 2-8°C
• ciąg 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
• Klucz InChI: AVKUERGKIZMTKX-NJBDSQKTSA-N

Opis

Opis ogólny

Chemical structure: ß-lactam

Zastosowanie

Ampicillin 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.

Działania biochem./fizjol.

β-lactams are inactivated by β-lactamases and for this reason ampicillin is used with a β-lactamase inhibitor.

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.

Przestroga

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.

Uwaga dotycząca przygotowania

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.

Inne uwagi

Store under argon. Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

Informacja o środkach bezpieczeństwa

• Piktogramy: GHS08
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H317,H334
• Zwroty wskazujące środki ostrożności: P261 - P272 - P280 - P284 - P302 + P352 - P333 + P313
• Klasyfikacja zagrożeń: Resp. Sens. 1 - Skin Sens. 1
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 2
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: dust mask type N95 (US), Eyeshields, Faceshields, Gloves