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Tigecycline

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Identification
Molecular formula
C29H39N5O8
CAS number
220620-09-7
IUPAC name
[(2R,5R,7S,11R,14S,15R,16S)-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylene-6,12,18-trioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
State
State

At room temperature, Tigecycline is typically in a solid state as a crystalline powder.

Melting point (Celsius)
207.40
Melting point (Kelvin)
480.60
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
585.65g/mol
Molar mass
585.6480g/mol
Density
1.3506g/cm3
Appearence

The compound is an orange to yellow crystalline powder.

Comment on solubility

Solubility Analysis of [(2R,5R,7S,11R,14S,15R,16S)-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylene-6,12,18-trioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate

The compound [(2R,5R,7S,11R,14S,15R,16S)-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylene-6,12,18-trioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate exhibits intriguing solubility characteristics that can be influenced by various factors. Here are some key observations:

  • Polarity: The solubility of this compound is likely to be affected by its polar functional groups, such as the hydroxyl (-OH) and acetate (-COO-) moieties, which may enhance its affinity for polar solvents like water.
  • Hydrogen Bonding: The presence of the hydroxyl group enables the potential for hydrogen bonding, possibly increasing solubility in alcohols and other hydrogen-bonding solvents.
  • Solvent Compatibility: In non-polar solvents, the compound may have reduced solubility due to its complex structure and steric hindrance from the bulky benzyl and trimethyl groups.
  • Molecular Structure: The intricate three-dimensional structure may lead to unique solubility behaviors, with potential variations in solubility depending on the specific solvent environment.

In summary, the solubility of [(2R,5R,7S,11R,14S,15R,16S)-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylene-6,12,18-trioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate is a multifaceted phenomenon that requires careful consideration of its molecular properties and the solvents it interacts with. Understanding its solubility can provide insights into its potential applications in both industrial and pharmaceutical contexts.

Interesting facts

Interesting Facts about the Compound

The compound with the name (2R,5R,7S,11R,14S,15R,16S)-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylene-6,12,18-trioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl acetate is a fascinating example of organic chemistry that showcases the complexity and beauty of molecular structures. Here are some intriguing insights into this compound:

  • Stereochemistry: This compound contains several stereocenters, illustrated by its detailed R/S nomenclature. The specific arrangement of atoms is crucial as it can significantly affect the compound's biological activity and interaction with other molecules.
  • Functional Groups: The presence of various functional groups such as hydroxyl, benzyl, and acetate hints at its potential reactivity and versatility in synthesis. Hydroxyl groups, for instance, contribute to the compound's ability to form hydrogen bonds, which can enhance solubility in polar solvents.
  • Biological Relevance: Compounds with complex structures like this one can often play important roles in pharmaceuticals. Their intricate arrangements might mimic natural products, which are used for drug discovery and development.
  • Synthesis Challenges: The synthesis of such multi-functional and stereochemically rich compounds poses significant challenges in organic synthesis. Chemists must carefully plan the sequence of reactions to achieve the desired stereochemical outcomes while managing selectivity and yield.
  • Potential Applications: The structural diversity provided by the trioxo and azatricyclo motifs suggests potential applications in materials science, medicinal chemistry, or as intermediates in organic synthesis.

As an example of the intricacies of organic compounds, the study of this compound not only enhances our understanding of molecular interactions but also inspires new research avenues in various chemical fields. The combination of unique structural features and functional group diversity makes it a compelling subject for further exploration.