A70909

(+)-6-Aminopenicillansäure

96%

• Synonym(e): (2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carbonsäure, 6-APA
• Empirische Formel (Hill-System): C₈H₁₂N₂O₃S
• CAS-Nummer: 551-16-6
• Molekulargewicht: 216.26
• Beilstein: 15080
• EG-Nummer: 208-993-4
• MDL-Nummer: MFCD00005176
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24891174
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 96%
• Form: powder
• Optische Aktivität: [α]22/D +276.3°, c = 1.2 in 0.1 M HCl
• mp (Schmelzpunkt): 198-200 °C (dec.) (lit.)
• Wirkungsspektrum von Antibiotika: Gram-positive bacteria
• Wirkungsweise: cell wall synthesis | interferes
• Lagertemp.: 2-8°C
• SMILES String: CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O
• InChI: 1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
• InChIKey: NGHVIOIJCVXTGV-ALEPSDHESA-N

Beschreibung

Allgemeine Beschreibung

(+)-6-Aminopenicillanic acid is the core moiety of different penicillins. It can be prepared from the benzylpenicillin silyl ester via cleavage of the amide bond. The coating of (+)-6-aminopenicillanic acid on silver nanoparticles (6APA-AgNPs), imparts them with an ability to detect chromium (IV) in human erythrocytes.

Chemical structure: ß-lactam

Anwendung

(+)-6-Aminopenicillanic acid can be used as a starting material for the synthesis of (6S,7S)-cephalosporins, and organotin polyamine esters by reacting with organotin dihalides via interfacial polycondensation.

It reacts with higher amino acid Schiff bases to form the corresponding β-lactam derivatives.4

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H319
• P-Sätze: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Gefahreneinstufungen: Eye Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 2
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves