Amoxicillin
- Molecular formula
- C16H19N3O5S
- CAS Number
- 26787-78-0
- IUPAC Name
- (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- Molecular Weight
- 365.41g/mol
- Melting Point
- (Celsius)
- Boiling Point
- (Celsius)
- Density
- 1.3000g/cm3
- Synonyms
- amoxicillin
Identification
Interesting Facts about (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
This compound is a fascinating example of a synthetic antibiotic, belonging to the group of beta-lactam antibiotics that play a critical role in fighting bacterial infections. Its complex structure features key characteristics that enhance its medicinal properties, making it a significant subject of study in medicinal chemistry and pharmacology.
Key Highlights:
- Mechanism of Action: This compound works by inhibiting the synthesis of bacterial cell walls, leading to cell lysis and ultimately the death of the bacteria. This process is essential for combating a wide range of bacterial infections.
- Stereochemistry: The specificity of the stereocenters in this compound contributes to its biological activity and effectiveness. The (2S,5R,6R) configuration is vital in ensuring the correct interaction with target enzymes in bacteria.
- Amino Acid Derivative: The incorporation of an amino acid moiety, particularly the 4-hydroxyphenyl group, enhances its pharmacological profile, offering improved binding activities and reduced side effects compared to other compounds.
- Research Implications: Ongoing studies are exploring modifications to the compound’s structure to create derivatives with improved efficacy or reduced resistance among bacterial strains.
As with many antibiotics, one of the crucial challenges is addressing antibiotic resistance. Research continues to focus on understanding the resistance mechanisms that bacteria develop against such compounds, aiming to preserve their effectiveness in clinical settings.
Exploring compounds like this one not only enriches our understanding of chemical biology but also underscores the importance of continuous innovation in drug development to tackle emerging health challenges.