Cloxacillin

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Identification

Molecular formula
C19H18ClN3O5S1
CAS Number
61-72-3
IUPAC Name
(2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular Weight
435.92g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.3000g/cm3
Synonyms
CYCLACILLIN
Interesting facts

Interesting Facts About (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

This compound, often referred to in the field as a member of the class of thia-β-lactams, exhibits some remarkable characteristics that are of great interest in medicinal chemistry. Here are several key points about this intriguing molecule:

  • Biosynthetic Potential: Its complex structure suggests potential biosynthetic pathways, making it a subject of interest for those researching natural product synthesis.
  • Structure-Activity Relationship (SAR): The unique bicyclic framework contributes to its biological activity, making it a prime candidate for studies in pharmacology to understand how structural changes can impact function.
  • Antibacterial Properties: Compounds with similar structures have shown promising antibacterial properties, opening up avenues for developing new antibiotics amidst rising antibiotic resistance.
  • Stereochemistry Importance: The specified stereochemistry (2S, 5R, 6R) plays a crucial role in the biological activity of the compound, as the spatial arrangement of atoms can significantly influence how the compound interacts with biological targets.

The compound's potential as a therapeutic agent makes it an attractive focus for ongoing research. As Dr. Robert H. Grubbs said, “Chemistry is the study of matter, but I prefer to see it as the study of change.” This compound exemplifies that notion, showcasing how even minute alterations in molecular structure can lead to profound changes in activity and application.

In conclusion, the exploration of (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid not only enhances our understanding of complex organic molecules, but also contributes to the greater fight against infectious diseases through potential therapeutic applications.

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