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(+)-6-Aminopenicillanic acid

CAS 551-16-6C8H12N2O3SChemical Synthesis

(+)-6-Aminopenicillanic acid (CAS: 551-16-6), with the molecular formula C8H12N2O3S and a molecular weight of 216.26 g/mol, is a crucial intermediate in the synthesis of various penicillin-based antibiotics. This compound serves as the fundamental nucleus for semi-synthetic penicillins, enabling the development of drugs with improved efficacy and broader antibacterial spectra. Its application is primarily within the pharmaceutical industry for the production of essential medicines.

IUPAC
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-APA
Synonyms
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-APA
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(+)-6-Aminopenicillanic acid (C8H12N2O3S) — chemical structure, CAS 551-16-6; Chemistry, fine chemical supplied by Tech Serve Solutions
AntibacterialAntibioticsAntibiotics A to ZAntibiotics A-FAsymmetric SynthesisBiochemicals and ReagentsChemical Structure ClassChemical SynthesisChiral Building BlocksHeterocyclic Building Blocks
01 /Applications

Antibiotic Synthesis

(+)-6-Aminopenicillanic acid is the core structural component for a wide array of semi-synthetic penicillins. It is enzymatically or chemically modified to produce antibiotics with enhanced pharmacokinetic properties and activity against resistant bacterial strains.

Pharmaceutical Intermediate

As a key building block, it is integral to the manufacturing processes of numerous life-saving drugs. Its availability is critical for pharmaceutical companies involved in the production of penicillin derivatives.

Chemical Synthesis

Beyond antibiotics, this compound can be utilized in complex organic synthesis pathways. Its chiral nature and functional groups make it valuable for creating other heterocyclic compounds and advanced pharmaceutical intermediates.

02 /Properties
Molecular weight216.26
Empirical formulaC8H12N2O3S
Assay96%
Optical activity[α]22/D +276.3°, c = 1.2 in 0.1 M HCl
Storage temperature2-8°C
Melting point198-200 °C (dec.)(lit.)
03 /Safety & handling
Protective equipmentdust mask type N95 (US), Eyeshields, Faceshields, Gloves
Water hazard class (WGK, DE)2

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
551-16-6
MDL number
MFCD00005176
PubChem substance
24891174
Beilstein registry
15080
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (+)-6-Aminopenicillanic acid used for?

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(+)-6-Aminopenicillanic acid is primarily used as a key intermediate in the synthesis of semi-synthetic penicillin antibiotics. It forms the core structure for creating a variety of penicillin derivatives used in pharmaceuticals.

What are the CAS number and molecular formula for (+)-6-Aminopenicillanic acid?

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The CAS number for (+)-6-Aminopenicillanic acid is 551-16-6, and its molecular formula is C8H12N2O3S.

What grade and purity does Tech Serve Solutions supply for (+)-6-Aminopenicillanic acid?

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Tech Serve Solutions supplies (+)-6-Aminopenicillanic acid with an assay of 96%. This product is suitable for research and general chemical synthesis. TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications.

How should (+)-6-Aminopenicillanic acid be handled and stored?

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Handle (+)-6-Aminopenicillanic acid with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, faceshields, and gloves. Store the material at 2-8°C to maintain its stability and integrity.

Is (+)-6-Aminopenicillanic acid a controlled substance?

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The provided data does not indicate that (+)-6-Aminopenicillanic acid is a controlled substance.

How can I request a sample or quote for (+)-6-Aminopenicillanic acid?

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To request a sample or a quotation for (+)-6-Aminopenicillanic acid, please contact our sales team through the website or by phone. Specify the quantity required for your needs.

How is (+)-6-Aminopenicillanic acid packed, shipped, and exported?

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Tech Serve Solutions offers secure packaging suitable for chemical transport. We are experienced in exporting fine chemicals globally and will ensure compliance with all relevant shipping regulations for (+)-6-Aminopenicillanic acid.

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