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Atomfair 6-Aminopenicillanic acid 6-APA C8H12N2O3S

Description 6-Aminopenicillanic acid (6-APA) is a key intermediate in the synthesis of semi-synthetic penicillin antibiotics. With the molecular formula C8H12N2O3S and CAS number 10342-83-3 , this white to off-white crystalline powder is highly valued in pharmaceutical research and production. Its IUPAC name, (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid , reflects its ??-lactam structure, which is essential for antibiotic activity. 6-APA is produced via enzymatic cleavage of penicillin G or V and serves as the foundational scaffold for modifying side chains to create broad-spectrum penicillins. Suitable for laboratory and industrial use, it is stored at 2-8??C to maintain stability. Purity levels typically exceed 98%, ensuring…

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Description

Description

6-Aminopenicillanic acid (6-APA) is a key intermediate in the synthesis of semi-synthetic penicillin antibiotics. With the molecular formula C8H12N2O3S and CAS number 10342-83-3, this white to off-white crystalline powder is highly valued in pharmaceutical research and production. Its IUPAC name, (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, reflects its ??-lactam structure, which is essential for antibiotic activity. 6-APA is produced via enzymatic cleavage of penicillin G or V and serves as the foundational scaffold for modifying side chains to create broad-spectrum penicillins. Suitable for laboratory and industrial use, it is stored at 2-8??C to maintain stability. Purity levels typically exceed 98%, ensuring reliable performance in synthetic applications.

  • CAS No: 10342-83-3
  • Molecular Formula: C8H12N2O3S
  • Molecular Weight: 216.26
  • Exact Mass: 216.05686342
  • Monoisotopic Mass: 216.05686342
  • IUPAC Name: (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C
  • Synonyms: 6-Aminopenicillanic acid, 551-16-6, 6-Apa, Penicin, Penin

Application

6-Aminopenicillanic acid (6-APA) is primarily used as a precursor in the synthesis of semi-synthetic penicillin antibiotics, such as amoxicillin and ampicillin. It enables the modification of the penicillin side chain to enhance antimicrobial activity or resistance to ??-lactamases. Researchers also employ 6-APA to study the structure-activity relationships of ??-lactam antibiotics. Its role in pharmaceutical manufacturing underscores its importance in developing next-generation antibacterial agents.

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