Cloxacillin

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Identification

Molecular formula
C19H18ClN3O5S
CAS Number
61-72-3
IUPAC Name
7-[(2-amino-2-phenyl-acetyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Weight
435.89g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3300g/cm3
Synonyms
108260-04-4
Interesting facts

Interesting Facts about 7-[(2-amino-2-phenyl-acetyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

This intriguing compound, which belongs to a class of antibiotics known as β-lactams, exhibits a unique bicyclic structure, contributing to its biological activity.

Biological Significance

Here are some notable aspects of its biological role:

  • Mechanism of Action: The compound works by inhibiting bacterial cell wall synthesis, an important target in combating bacterial infections.
  • Resistance Management: Research is ongoing to study how modifications to its structure can enhance effectiveness against antibiotic-resistant bacteria.
  • Spectrum of Activity: It has broad-spectrum activity, making it invaluable in treating various bacterial strains.

Synthetic Pathways

The synthesis of this compound involves intricate organic chemistry techniques, which can often be challenging. Some interesting steps include:

  • Multi-step Synthesis: The synthesis can include cyclization and acylation reactions, showcasing the complexity of designing effective pharmaceutical compounds.
  • Structure-Activity Relationship (SAR): Modifying functional groups can lead to various analogs, each exhibiting distinct antibacterial properties.

Applications in Medicine

Beyond its antibiotic properties, this compound is being explored for:

  • Synergistic Effects: Combining it with other antimicrobial agents may improve efficacy against stubborn infections.
  • Potential Side Effects: Understanding its pharmacokinetics is crucial for predicting possible adverse effects in patients.

This compound exemplifies the balance between structure and function that is central to medicinal chemistry. As scientists continue to explore its properties, they may unlock new therapeutic avenues, further emphasizing the importance of continued research in the field of antibiotic development.

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