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Catalog Number:
41599
CAS Number:
551-16-6
(+)-6-Aminopenicillanic acid
Purity:
97.5 - 100.5% (Assay on anhydrous basis)
Synonym(s):
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
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Product Information

(+)-6-Aminopenicillanic acid is a crucial intermediate in the synthesis of various penicillin antibiotics, making it invaluable in pharmaceutical research and development. This compound serves as a key building block for the production of semi-synthetic penicillins, which are widely used to treat bacterial infections. Its unique structure, featuring a thiazolidine ring and an amino group, enhances its reactivity and allows for modifications that lead to the creation of diverse antibiotic derivatives. Researchers and industry professionals appreciate its role in developing new formulations that can combat antibiotic resistance, a growing concern in modern medicine.

In addition to its pharmaceutical applications, (+)-6-Aminopenicillanic acid is utilized in biochemical research to study enzyme mechanisms and antibiotic resistance pathways. Its ability to undergo various chemical transformations makes it a versatile tool in synthetic organic chemistry. By incorporating this compound into their research, scientists can explore innovative solutions to pressing health challenges, thereby contributing to advancements in medical science and public health.

Synonyms
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
CAS Number
551-16-6
Purity
97.5 - 100.5% (Assay on anhydrous basis)
Molecular Formula
C8H12N2O3S
Molecular Weight
216.26
MDL Number
MFCD00005176
PubChem ID
162
Melting Point
198 - 200 °C (dec.) (Lit.)
Appearance
White or yewllowish crystalline powder
Refractive Index
Ethanol : ? 0.1%N-Butanol : ? 0.4%Butyl acetate : ? 0.4%
Optical Rotation
[a]20D = 265 - 285 °
Conditions
Store at 2 - 8 °C
General Information
Synonyms
(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid
CAS Number
551-16-6
Purity
97.5 - 100.5% (Assay on anhydrous basis)
Molecular Formula
C8H12N2O3S
Molecular Weight
216.26
MDL Number
MFCD00005176
PubChem ID
162
Melting Point
198 - 200 °C (dec.) (Lit.)
Appearance
White or yewllowish crystalline powder
Refractive Index
Ethanol : ? 0.1%N-Butanol : ? 0.4%Butyl acetate : ? 0.4%
Optical Rotation
[a]20D = 265 - 285 °
Conditions
Store at 2 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

(+)-6-Aminopenicillanic acid is widely utilized in research focused on

  • Antibiotic Development: This compound serves as a crucial building block in the synthesis of various antibiotics, particularly penicillins, which are essential in treating bacterial infections.
  • Pharmaceutical Formulations: It is integral in the formulation of pharmaceutical products, enhancing the efficacy of drugs aimed at combating resistant bacterial strains.
  • Biochemical Research: Researchers use it to study the mechanisms of antibiotic resistance, helping to develop new strategies to overcome this growing challenge in medicine.
  • Industrial Applications: In the biotechnology sector, it is used in the production of enzymes and other biocatalysts, facilitating various biochemical processes.
  • Quality Control: This compound is employed in laboratories for quality assurance testing of antibiotic products, ensuring their potency and safety for consumer use.

Citations