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6-Aminopenicillanic acid

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6-Aminopenicillanic acid Basic information
6-Aminopenicillanic acid Chemical Properties
  • Melting point:198-200 °C (dec.)(lit.)
  • alpha 276.3 º (c=1.2, 0.1N HCl 22 ºC)
  • Boiling point:460.2±45.0 °C(Predicted)
  • Density 1.3418 (rough estimate)
  • refractive index 1.6300 (estimate)
  • storage temp. 2-8°C
  • solubility 2.46g/l
  • pkapKa 2.3 (Uncertain)
  • form Fine Powder
  • color White to cream
  • PH3.4 (100g/l, H2O)
  • optical activity[α]22/D +276.3°, c = 1.2 in 0.1 M HCl
  • Water Solubility Soluble in water and hydrochoric acid.
  • Merck 14,458
  • BRN 15080
  • InChIKeyNGHVIOIJCVXTGV-SDKNWNMFSA-N
  • CAS DataBase Reference551-16-6(CAS DataBase Reference)
  • EPA Substance Registry System6-Aminopenicillanic acid (551-16-6)
Safety Information
  • Hazard Codes Xn
  • Risk Statements 42/43
  • Safety Statements 22-36/37-45-37-24-36
  • WGK Germany 2
  • RTECS XH8225000
  • 10
  • TSCA Yes
  • HS Code 29349990
MSDS
6-Aminopenicillanic acid Usage And Synthesis
  • Chemical PropertiesWHITE TO CREAM FINE POWDER
  • Uses(+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.
  • DefinitionChEBI: A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and ph rmacologic characteristics.
  • Safety ProfileQuestionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.
  • Purification MethodsThis acid crystallises from water. [Kleppe & Stroninger J Biol Chem 254 4856 1979,Beilstein 27 III/IV 2858.]
6-Aminopenicillanic acid Preparation Products And Raw materials
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