An intermediate in the semisynthetic synthesis of penicillin antibiotics
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6-Aminopenicillanic Acid

Item No. 34494

Technical Information
Formal Name
(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
551-16-6
Synonyms
  • (+)-6-Aminopenicillanic Acid
  • 6β-Aminopenicillanic Acid
  • 6-APA
  • NSC 50071
Molecular Formula
C8H12N2O3S
Formula Weight
Purity
≥90%
A solid
PBS (pH 7.2): 1 mg/mL*
SMILES
OC([C@@H]1N2[C@@](SC1(C)C)([H])[C@@H](C2=O)N)=O
InChi Code
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
InChi Key
NGHVIOIJCVXTGV-ALEPSDHESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    6-Aminopenicillanic acid is an intermediate in the semisynthetic synthesis of penicillin antibiotics.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Su, M., Sun, H., Zhao, Y., et alDegradation kinetics and mechanism of a β-lactam antibiotic intermediate, 6-aminopenicillanic acid, in a new integrated production process. J. Pharm. Sci. 105(1), 139-146 (2016).