Tigecycline

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Identification

Molecular formula
C29H39ClN3O8S
CAS Number
220620-09-7
IUPAC Name
N-[(2S)-2-chloro-1-[(3R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide
Molecular Weight
585.64g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.8270g/cm3
Interesting facts

Interesting Facts About N-[(2S)-2-chloro-1-[(3R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide

This compound, known for its complex structure and unique chemical properties, is of great interest in the fields of medicinal chemistry and drug development. Here are some fascinating aspects:

  • Complex Structure: The compound features a pyrrolidine backbone, which is not uncommon in biologically active molecules. Its intricate stereochemistry highlights the significance of chiral centers in drug design, affecting how these molecules interact with biological targets.
  • Potential Therapeutic Applications: Compounds with similar frameworks have been explored for their potential in treating various diseases, including metabolic disorders and infections, due to their ability to modulate biological pathways.
  • Role of Sulfur: The presence of a methylsulfanyl group adds interesting properties to the molecule, such as affecting its pharmacokinetics and pharmacodynamics. Sulfur-containing compounds often exhibit unique behaviors in biological systems.
  • Natural Product Inspiration: The trihydroxy group and tetrahydropyran structure resemble motifs found in many natural products, suggesting that nature often crafts effective drug candidates that chemists can emulate.
  • Chirality Matters: Chirality, or the property of having non-superimposable mirror images, plays a crucial role in the efficacy and safety of pharmaceutical compounds. The specific stereochemistry of this compound can greatly influence its interactions within the body.

In summary, N-[(2S)-2-chloro-1-[(3R,6R)-3,4,5-trihydroxy-6-methylsulfanyl-tetrahydropyran-2-yl]propyl]-1-methyl-4-propyl-pyrrolidine-2-carboxamide encapsulates the essence of complexity in organic chemistry, serving as a reminder of the intricate interplay between molecular structure and biological activity.

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